(a) Interpretation: The structure corresponding to the given ( E ) − 4 − ethylhept − 3 − ene is to be drawn. Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature . The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name. Rules for writing structural formula from IUPAC are: 1. First identify the word root for the given compound. 2. The suffix used in the compound like –ene. 3. Identify the position, location, and number of the substituent bonded to the carbon chain. The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Question

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Answer 1

Question

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,5−diethylhex−5−en−3−ol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 8

Figure 8

Conclusion

The structure corresponding to 3,5−diethylhex−5−en−3−ol is rightfully stated.

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Answer 2

Question

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,5−diethylhex−5−en−3−ol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 8

Figure 8

Conclusion

The structure corresponding to 3,5−diethylhex−5−en−3−ol is rightfully stated.

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Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 3

Question

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,5−diethylhex−5−en−3−ol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 8

Figure 8

Conclusion

The structure corresponding to 3,5−diethylhex−5−en−3−ol is rightfully stated.

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Answer 4

Question

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,5−diethylhex−5−en−3−ol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 8

Figure 8

Conclusion

The structure corresponding to 3,5−diethylhex−5−en−3−ol is rightfully stated.

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Answer 5

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,5−diethylhex−5−en−3−ol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 8

Figure 8

Conclusion

The structure corresponding to 3,5−diethylhex−5−en−3−ol is rightfully stated.

Answer 6

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Answer 7

Chapter 10, Problem 10.39P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given (E)−4−ethylhept−3−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Answer 8

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (E)−4−ethylhept−3−ene is shown in Figure 1.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

The given IUPAC name is (E)−4−ethylhept−3−ene.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer.

The given name is (E)−4−ethylhept−3−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the fourth carbon atom. The double bond is present between third and fourth carbon atom. In the given IPUAC name, the prefix used is E.

Thus, the correct structure of (E)−4−ethylhept−3−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 1

Figure 1

Answer 13

Conclusion

The structure corresponding to (E)−4−ethylhept−3−ene is rightfully stated.

Answer 14

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Answer 15

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given 3,3−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 16

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,3−dimethylcyclopentene is shown in Figure 2.

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,3−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the third carbon atom. The double bond is present between first and sedcond carbon atom.

Thus, the correct structure of 3,3−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 2

Figure 2

Answer 21

Conclusion

The structure corresponding to 3,3−dimethylcyclopentene is rightfully stated.

Answer 22

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Answer 23

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−vinylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 24

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 4−vinylcyclopentene is shown in Figure 3.

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 4−vinylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one vinyl substituents is attached to the fourth carbon atom. The double bond is present between first and second carbon atom.

Thus, the correct structure of 4−vinylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 3

Figure 3

Answer 29

Conclusion

The structure corresponding to 4−vinylcyclopentene is rightfully stated.

Answer 30

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Answer 31

Interpretation Introduction

(d)

Interpretation: The structure corresponding to (Z)−3−isopropylhept−2−ene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

Answer 32

Expert Solution

Answer to Problem 10.39P

The structure corresponding to (Z)−3−isopropylhept−2−ene is shown in Figure 4.

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The use of prefix E and Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an E isomer, whereas when two higher priority groups are present on the same side then it is a Z isomer. The priority order depends upon the atomic number of the elements.

The given name is (Z)−3−isopropylhept−2−ene. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituent is attached to the third carbon atom. The double bond is present between second and third carbon atom. In the given IPUAC name, the prefix used is Z.

Thus, the correct structure of (Z)−3−isopropylhept−2−ene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 4

Figure 4

Answer 37

Conclusion

The structure corresponding to (Z)−3−isopropylhept−2−ene is rightfully stated.

Answer 38

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Answer 39

Interpretation Introduction

(e)

Interpretation: The structure corresponding to cis−3,4−dimethylcyclopentene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 40

Expert Solution

Answer to Problem 10.39P

The structure corresponding to cis−3,4−dimethylcyclopentene is shown in Figure 5.

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−3,4−dimethylcyclopentene. The word root used in this is pent. It means structure contains five carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between first and second carbon atom. The prefix cis indicates that the two methyl groups are present on same side. They can be represented either in wedge or dashed bonds.

Thus, the two correct structure of cis−3,4−dimethylcyclopentene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 5

Figure 5

Answer 45

Conclusion

The structure corresponding to cis−3,4−dimethylcyclopentene is rightfully stated.

Answer 46

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Answer 47

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 1−isopropyl−4−propylcyclohexene is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 48

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 1−isopropyl−4−propylcyclohexene is shown in Figure 6.

Answer 49

Expert Solution

Answer 50

Expert Solution

Answer 51

Expert Solution

Answer 52

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 1−isopropyl−4−propylcyclohexene. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the first carbon atom and one propyl substituents is attached to the fourth carbon atom The double bond is present between first and second carbon atom.

Thus, the correct structure of 1−isopropyl−4−propylcyclohexene is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 6

Figure 6

Answer 53

Conclusion

The structure corresponding to 1−isopropyl−4−propylcyclohexene is rightfully stated.

Answer 54

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Answer 55

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 3,4−dimethylcyclohex−2−enol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 56

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,4−dimethylcyclohex−2−enol is shown in Figure 7.

Answer 57

Expert Solution

Answer 58

Expert Solution

Answer 59

Expert Solution

Answer 60

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,4−dimethylcyclohex−2−enol. The word root used in this is hex. It means structure contains hex carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents is attached to the third and fourth carbon atom. The double bond is present between second and third carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,4−dimethylcyclohex−2−enol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 7

Figure 7

Answer 61

Conclusion

The structure corresponding to 3,4−dimethylcyclohex−2−enol is rightfully stated.

Answer 62

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).

Thus, the correct structure of 3,5−diethylhex−5−en−3−ol is shown below.

ORGANIC CHEMISTRY, Chapter 10, Problem 10.39P , additional homework tip 8

Figure 8

Conclusion

The structure corresponding to 3,5−diethylhex−5−en−3−ol is rightfully stated.

Answer 63

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 3,5−diethylcyclohex−5−en−3−ol is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 64

Expert Solution

Answer to Problem 10.39P

The structure corresponding to 3,5−diethylhex−5−en−3−ol is shown in Figure 8.

Answer 65

Expert Solution

Answer 66

Expert Solution

Answer 67

Expert Solution

Answer 68

Explanation of Solution

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3,5−diethylhex−5−en−3−ol. The word root used in this is hex. It means structure contains six carbon atoms in a cyclic ring. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the third and fifth carbon atom. The double bond is present between fifth and sixth carbon atom. Another functional group present in the given name is alcohol (−OH).