Assign an IUPAC name to each of the following compounds. a. CH 3 —(CH 2 ) 4 —SH b. CH 3 —(CH 2 ) 4 —OH

Question

Want to see more full solutions like this?

Answer 1

Textbook Question

Chapter 14, Problem 14.139EP

Assign an IUPAC name to each of the following compounds.

a. CH₃—(CH₂)₄—SH
b. CH₃—(CH₂)₄—OH

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 1

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 2

(a)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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!

Students have asked these similar questions

unu grow because auxin is still produced in the tip to Another of Boysen and Jensen's experiments included the use of mica, explain why one of the shoots was able to show phototropism and the other was not. Mica Wafer Ligh c. They then t but this time permeable n shoot. Why phototropis Light Mica Wafer Coleoptile tips Tips removed: agar Explain why the shoo direction after the ag the cut shoot, even t

Discussion entries must be at least 250 words to fulfill the assignment requirements. You must complete your entry before you will be able to see the responses of other students. Responses to other students are encouraged but not required. Grading for discussion entries will be based on application of course concepts, proper grammar, and correct punctuation. Read one the attached article and explore the Human Development Index (https://hdr.undp.org/data-center/human-development-index#/indicies/HDI). In your opinion, is the Human Development Index a good measure of the well- being of the people of a nation? Are the items measured in the HDI valid and relevant in the modern global economy? How are they related to the political economy of a nation? The attached articles propose some alternative measures of well-being. In your opinion, are there other measures of well-being that might be better alternatives to the items in the current HDI?

A patient visits her doctor with symptoms typical of a bladder infection. She is immediately prescribed an 800 mgdose of antibiotic (bioavailability = 1/2, t½ = 12 h). The corresponding plasma concentration of drug is found to be 96 micrograms/ml. What is the volume of distribution of this drug? Please round to the nearest liter.

Answer 2

Textbook Question

Chapter 14, Problem 14.139EP

Assign an IUPAC name to each of the following compounds.

a. CH₃—(CH₂)₄—SH
b. CH₃—(CH₂)₄—OH

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 1

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 2

(a)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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 3

Textbook Question

Chapter 14, Problem 14.139EP

Assign an IUPAC name to each of the following compounds.

a. CH₃—(CH₂)₄—SH
b. CH₃—(CH₂)₄—OH

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 1

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 2

(a)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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

Textbook Question

Chapter 14, Problem 14.139EP

Assign an IUPAC name to each of the following compounds.

a. CH₃—(CH₂)₄—SH
b. CH₃—(CH₂)₄—OH

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 1

Chapter 14, Problem 14.139EP, Assign an IUPAC name to each of the following compounds. a. CH3(CH2)4SH b. CH3(CH2)4OH , example 2

(a)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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 5

Textbook Question

Answer 6

Textbook Question

Answer 7

(a)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

(b)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

(c)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

(d)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

Answer 8

(a)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Conclusion

IUPAC name for the given compound is assigned.

Answer 9

(a)

Expert Solution

Answer 10

(a)

Expert Solution

Answer 11

Expert Solution

Answer 12

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 13

Answer to Problem 14.139EP

IUPAC name for the given compound is 1-pentanethiol.

Answer 14

Explanation of Solution

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

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 3

Answer 15

Conclusion

IUPAC name for the given compound is assigned.

Answer 16

(b)

Expert Solution

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 to Problem 14.139EP

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,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Conclusion

IUPAC name for the given compound is assigned.

Answer 17

(b)

Expert Solution

Answer 18

(b)

Expert Solution

Answer 19

Expert Solution

Answer 20

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 21

Answer to Problem 14.139EP

IUPAC name for the given compound is 1-pentanol.

Answer 22

Explanation of Solution

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

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 6

Answer 23

Conclusion

IUPAC name for the given compound is assigned.

Answer 24

(c)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Conclusion

IUPAC name for the given compound is assigned.

Answer 25

(c)

Expert Solution

Answer 26

(c)

Expert Solution

Answer 27

Expert Solution

Answer 28

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 29

Answer to Problem 14.139EP

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

Answer 30

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 9

Answer 31

Conclusion

IUPAC name for the given compound is assigned.

Answer 32

(d)

Expert Solution

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 to Problem 14.139EP

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

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 12

Conclusion

IUPAC name for the given compound is assigned.

Answer 33

(d)

Expert Solution

Answer 34

(d)

Expert Solution

Answer 35

Expert Solution

Answer 36

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 37

Answer to Problem 14.139EP

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

Answer 38

Explanation of Solution

Given structure of compound is shown below,

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , 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.

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card, Chapter 14, Problem 14.139EP , additional homework tip 12