Draw structures corresponding to the following systematic names: (a) (4E)-2, 4-Dimethyl-l, 4-hexadiene (b) cis-3, 3-Dimethyl-4-propyl-l, 5-octadiene (c) 4-Methyl-l, 2-pentadiene (d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene (e) 3-Butyl-2-heptene (f) trans-2, 2, 5, 5-Tetramethyl-3-hexene

Question

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Answer 1

Textbook Question

Chapter 7.SE, Problem 38AP

Draw structures corresponding to the following systematic names:

(a) (4E)-2, 4-Dimethyl-l, 4-hexadiene

(b) cis-3, 3-Dimethyl-4-propyl-l, 5-octadiene

(c) 4-Methyl-l, 2-pentadiene

(d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene

(e) 3-Butyl-2-heptene

(f) trans-2, 2, 5, 5-Tetramethyl-3-hexene

Expert Solution

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Expert Solution

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Expert Solution

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Expert Solution

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Expert Solution

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Expert Solution

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name trans-2,2,5,5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 12

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Answer 2

Textbook Question

Chapter 7.SE, Problem 38AP

Draw structures corresponding to the following systematic names:

(a) (4E)-2, 4-Dimethyl-l, 4-hexadiene

(b) cis-3, 3-Dimethyl-4-propyl-l, 5-octadiene

(c) 4-Methyl-l, 2-pentadiene

(d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene

(e) 3-Butyl-2-heptene

(f) trans-2, 2, 5, 5-Tetramethyl-3-hexene

Expert Solution

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Expert Solution

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Expert Solution

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Expert Solution

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Expert Solution

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Expert Solution

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name trans-2,2,5,5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 12

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Answer 3

Textbook Question

Chapter 7.SE, Problem 38AP

Draw structures corresponding to the following systematic names:

(a) (4E)-2, 4-Dimethyl-l, 4-hexadiene

(b) cis-3, 3-Dimethyl-4-propyl-l, 5-octadiene

(c) 4-Methyl-l, 2-pentadiene

(d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene

(e) 3-Butyl-2-heptene

(f) trans-2, 2, 5, 5-Tetramethyl-3-hexene

Expert Solution

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Expert Solution

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Expert Solution

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Expert Solution

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Expert Solution

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Expert Solution

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name trans-2,2,5,5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 12

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Answer 4

Textbook Question

Chapter 7.SE, Problem 38AP

Draw structures corresponding to the following systematic names:

(a) (4E)-2, 4-Dimethyl-l, 4-hexadiene

(b) cis-3, 3-Dimethyl-4-propyl-l, 5-octadiene

(c) 4-Methyl-l, 2-pentadiene

(d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene

(e) 3-Butyl-2-heptene

(f) trans-2, 2, 5, 5-Tetramethyl-3-hexene

Expert Solution

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Expert Solution

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Expert Solution

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Expert Solution

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Expert Solution

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Expert Solution

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name trans-2,2,5,5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 12

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Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

Expert Solution

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Expert Solution

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Expert Solution

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Expert Solution

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Expert Solution

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Expert Solution

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name trans-2,2,5,5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 12

Answer 8

Expert Solution

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Interpretation Introduction

a) (4E)-2, 4-Dimethyl-1, 4-hexadiene.

Interpretation:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–alkene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene.

Answer 13

Answer to Problem 38AP

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 1

Answer 14

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with two double bonds between C₂ & C₃ and C₄ & C₅. There should be two methyl substituents one on C₂ and other on C₄. Further higher ranked groups on each carbon should be in the opposite sides of the double bonds.

Answer 15

Conclusion

The structure corresponding to the systematic name (4E)-2, 4-dimethyl-1, 4-hexadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 2

Answer 16

Expert Solution

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Interpretation Introduction

b) cis-3, 3-Dimethyl-4-isopropyl-1, 5-octadiene.

Interpretation:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as thetrans isomer.

To draw:

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene.

Answer 21

Answer to Problem 38AP

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 3

Answer 22

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₁ & C₂ and C₅ & C₆. There should be two methyl substituents on C₃ and an isopropyl group on C₄. Further similar groups in each carbon should be on the same sides of the double bonds.

Answer 23

Conclusion

The structure corresponding to the systematic name cis-3, 3-dimethyl-4-isopropyl-1, 5-octadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 4

Answer 24

Expert Solution

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Interpretation Introduction

c) 4-Methyl-1, 2-pentadiene.

Interpretation:

The structure corresponding to the systematic name4-methyl-1, 2-pentadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene.

Answer 29

Answer to Problem 38AP

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 5

Answer 30

Explanation of Solution

The name shows that the longest carbon chain should contain five carbons with two double bonds between C₁ & C₂ and C₂ & C₃. There should be amethyl substituent on C₄.

Answer 31

Conclusion

The structure corresponding to the systematic name 4-methyl-1, 2-pentadiene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 6

Answer 32

Expert Solution

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Interpretation Introduction

d) (3E, 5Z)-2, 6-Dimethyl-1, 3, 5, 7-octatetraene.

Interpretation:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has the higher ranked groups on each carbon are on the same side of the double bond is said to have Z configuration. If the higher ranked groups are on opposite sides, the alkene is said to have E configuration.

To draw:

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene.

Answer 37

Answer to Problem 38AP

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 7

Answer 38

Explanation of Solution

The name shows that the longest carbon chain should contain eight carbons with two double bonds between C₂ & C₃ and C₆ & C₇. There should be two methyl substituents one on C₂ and other on C₆. Further higher ranked groups on C₂ & C₃ must be placed on the opposite sides of the double bond. The higher ranked groups on C₆ & C₇ must be placed on the same side of the double bond.

Answer 39

Conclusion

The structure corresponding to the systematic name (3E, 5Z)-2, 6-dimethyl-1, 3, 5, 7-octatetraene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 8

Answer 40

Expert Solution

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Interpretation Introduction

e) 3-Butyl-2-heptene.

Interpretation:

The structure corresponding to the systematic name3-butyl-2-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the systematic name 3-butyl-2-heptene.

Answer 45

Answer to Problem 38AP

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 9

Answer 46

Explanation of Solution

The name shows that the longest carbon chain should contain seven carbons with a double bond between C₂ & C₃. There should be a butyl substituent on C₃.

Answer 47

Conclusion

The structure corresponding to the systematic name 3-butyl-2-heptene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 10

Answer 48

Expert Solution

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.

Conclusion

The structure corresponding to the systematic name trans-2,2,5,5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 12

Answer 49

Expert Solution

Answer 50

Expert Solution

Answer 51

Expert Solution

Answer 52

Interpretation Introduction

f) trans-2, 2, 5, 5-Tetramethyl-3-hexene.

Interpretation:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound–the alkene name ends with the suffix–ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on. The isomer that has similar groups on each carbon on the same side of the double bond is called as the cis isomer. The isomer that has similar groups on each carbon on the opposite side of the double bond is called as the trans isomer.

To draw:

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene.

Answer 53

Answer to Problem 38AP

The structure corresponding to the systematic name trans-2, 2, 5, 5-tetramethyl-3-hexene is

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 7.SE, Problem 38AP , additional homework tip 11

Answer 54

Explanation of Solution

The name shows that the longest carbon chain should contain six carbons with a double bond between C₃ & C₄. There should be four methyl substituents two on C₃ and two on C₅. Further similar groups in each carbon should be on the opposite sides of the double bonds.