IUPAC name for the given compound has to be assigned. Concept Introduction: IUPAC rules for naming thioalcohols that contain single thiol group: • Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane . • The numbering has to be given so that the thiol group gets the least numbering. • Name and location of any other substituent present in the chain has to be identified. • If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering. IUPAC rules for naming thioalcohols that contain more than one thiol group: • The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

Question

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Answer 1

Question

Chapter 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

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Answer 2

Question

Chapter 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

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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 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

Want to see more full solutions like this?

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

Answer 4

Question

Chapter 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

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Answer 5

Chapter 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

Answer 6

Chapter 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

Answer 7

Chapter 3, Problem 3.139EP

(a)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

Answer 8

(a)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanethiol.

Answer 9

(a)

Expert Solution

Answer 10

(a)

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

Given structure of compound is CH3−(CH2)4−SH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 1

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is five carbon chain. Hence, the parent alkane is pentane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 2

The suffix -thiol is added to the parent alkane name. This gives the name as pentanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in first carbon atom. Therefore, the IUPAC name of the given compound is 1-pentanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 3

Answer 13

Conclusion

IUPAC name for the given compound is assigned.

Answer 14

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

Answer 15

(b)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

Answer 16

(b)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 1-pentanol.

Answer 17

(b)

Expert Solution

Answer 18

(b)

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

Given structure of compound is CH3−(CH2)4−OH. This can be drawn in expanded form as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 4

The longest continuous carbon chain with the hydroxyl group is found to be five carbon chain. Therefore, the parent alkane is pentane. As a hydroxyl group is present the name of the alcohol can be given as pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 5

The numbering has to be given so that the hydroxyl group gets the least numbering. In this case, the hydroxyl group is present in the first carbon atom. Therefore, the IUPAC name can be given as 1-pentanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 6

Answer 21

Conclusion

IUPAC name for the given compound is assigned.

Answer 22

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

Answer 23

(c)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

• Longest carbon chain has to be identified that contains thiol group also. The chain name is obtained by adding the suffix “-thiol”. If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the thiol group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.

Answer 24

(c)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanethiol.

Answer 25

(c)

Expert Solution

Answer 26

(c)

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 7

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 8

The suffix -thiol is added to the parent alkane name. This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanethiol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 9

Answer 29

Conclusion

IUPAC name for the given compound is assigned.

Answer 30

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

Answer 31

(d)

Interpretation Introduction

Interpretation:

IUPAC name for the given compound has to be assigned.

Concept Introduction:

IUPAC rules for naming alcohols that contain single hydroxyl group:

• Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.

• The numbering has to be given so that the hydroxyl group gets the least numbering.

• Name and location of any other substituent present in the chain has to be identified.

• If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

• Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.

• If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.

• In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.

IUPAC rules for naming alcohols that contain more than one hydroxyl group:

• The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.

Answer 32

(d)

Expert Solution

Answer to Problem 3.139EP

IUPAC name for the given compound is 3-methyl-2-butanol.

Answer 33

(d)

Expert Solution

Answer 34

(d)

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

Given structure of compound is shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 10

First step is to identify the longest continuous carbon chain. In the given structure, it is found that the longest carbon chain is four carbon chain. Hence, the parent alkane is butane.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 11

The suffix -ol is added to the parent alkane name by replacing the suffix “–e”. This gives the name as butanol.

Next step is to number the carbon atoms so that the hydroxyl functional group gets the least numbering. In this case, it is in second carbon atom. Methyl group is present as substituent in the third carbon atom. Therefore, the IUPAC name of the given compound is 3-methyl-2-butanol.

Organic And Biological Chemistry, Chapter 3, Problem 3.139EP , additional homework tip 12