Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 15.SE, Problem 13VC

Give IUPAC names for the following substances (red = O, blue = N):

Chapter 15.SE, Problem 13VC, Give IUPAC names for the following substances (red = O, blue = N):

Expert Solution
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Interpretation Introduction

a)

Organic Chemistry, Chapter 15.SE, Problem 13VC , additional homework tip  1

Interpretation:

The IUPAC name of the compound shown is to be given.

Concept introduction:

Compounds with a hydroxyl group attached to the benzene ring are named as derivatives of phenol. Substituted phenols are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted phenol has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted phenol has an another substituent in a 1,3-relationship on the ring. A para-disubstituted phenol has another substituent in a 1,4-relationship on the ring.

To give:

The IUPAC name of the compound shown.

Answer to Problem 13VC

The IUPAC name of the compound is m-isopropylphenol.

Explanation of Solution

The compound shown is

Organic Chemistry, Chapter 15.SE, Problem 13VC , additional homework tip  2

It has a hydroxyl and an isopropyl groups in the benzene ring in 1,3-relationship. Therefore its IUPAC name is m-isopropylphenol.

Conclusion

The IUPAC name of the compound is m-isopropylphenol.

Expert Solution
Check Mark
Interpretation Introduction

b)

Organic Chemistry, Chapter 15.SE, Problem 13VC , additional homework tip  3

Interpretation:

The IUPAC name of the compound shown is to be given.

Concept introduction:

Compounds with a carboxyl group attached to the benzene ring are named as derivatives of benzoic acid. Substituted benzoic acids are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted benzoic acid has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted benzoic acid has an another substituent in a 1,3-relationship on the ring. A para-disubstituted benzoic acid has another substituent in a 1,4-relationship on the ring.

To give:

The IUPAC name of the compound shown.

Answer to Problem 13VC

The IUPAC name of the compound is o-nitrobenzoic acid.

Explanation of Solution

The compound shown is

Organic Chemistry, Chapter 15.SE, Problem 13VC , additional homework tip  4

It has a carboxyl group and a nitro group in the benzene ring in 1,2-relationship. Therefore its IUPAC name is o-nitrobenzoic acid.

Conclusion

The IUPAC name of the compound is o-nitrobenzoic acid.

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Chapter 15 Solutions

Organic Chemistry

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