Chapter 15.SE, Problem 19AP

Draw structures corresponding to the following names:

(a) 3-Methyl-1, 2-benzenediamine

(b) 1, 3, 5-Benzenetriol

(c) 3-Methyl-2-phenylhexane

(d) o-Aminobenzoic acid

(e) m-Bromophenol

(f) 2, 4, 6-Trinitrophenol (picric acid]

Interpretation Introduction

a) 3-methyl-1,2-benzenediamine

Interpretation:

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine.

Answer to Problem 19AP

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine is

Explanation of Solution

The IUPAC name of the compound, 3-methyl-1,2-benzenediamine, indicates that the compound has a benzene ring with a methyl group on C₃ and two amino groups on C₁ & C₂.

Conclusion

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine

Interpretation Introduction

b) 1,3,5-benzenetriol

Interpretation:

The structure of the compound with IUPAC name 1,3,5-benzenetriol is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment as carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1,3,5-benzenetriol.

Answer to Problem 19AP

The structure of the compound with IUPAC name 1,3,5-benzenetriol is

Explanation of Solution

The IUPAC name of the compound, 1,3,5-benzenetriol, indicates that the compound has a benzene ring with three hydroxyl groups on C₁, C₃ & C₅.

Conclusion

The structure of the compound with IUPAC name 1,3,5-benzenetriol is

Interpretation Introduction

c) 3-methyl-2-phenylhexane

Interpretation:

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is to be given.

Concept introduction:

Alkyl-substituted benzenes, called arenes, are named in different ways depending on the size of the alkyl group. If the alkyl group is smaller than the ring (six or fewer carbons), the arene is named as an alkyl-substituted benzene. If the alkyl substituent is larger than the ring (seven or more carbons), the arene is named as a phenyl-substitited alkane.

To draw:

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane.

Answer to Problem 19AP

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is

Explanation of Solution

The IUPAC name of the compound, 3-methyl-2-phenyl hexane, indicates that the compound has a six carbon straight chain with a phenyl group on C₂ and a methyl group on C₃.

Conclusion

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is

Interpretation Introduction

d) o-aminobenzoic acid

Interpretation:

The structure of the compound with IUPAC name o-aminobenzoic acid is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta(m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2- relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-aminobenzoic acid.

Answer to Problem 19AP

The structure of the compound with IUPAC name p-aminobenzoic acid is

Explanation of Solution

The IUPAC name of the compound, p-aminobenzoic acid, indicates that the compound has a benzene ring with a carboxyl and amino groups in 1,2-relationship.

Conclusion

The structure of the compound with IUPAC name p-aminobenzoicacid is

Interpretation Introduction

e) m-bromophenol

Interpretation:

The structure of the compound with IUPAC name m-bromophenol is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2- relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name m-bromophenol.

Answer to Problem 19AP

The structure of the compound with IUPAC name m-bromophenol is

Explanation of Solution

The IUPAC name of the compound, m-bromophenol, indicates that the compound has a benzene ring with a hydroxyl group and bromine atom in 1,3-relationship.

Conclusion

The structure of the compound with IUPAC name m-bromophenol is

Interpretation Introduction

f) 2,4,6-trinitrophenol

Interpretation:

The structure of the compound with IUPAC name 2,4,6-trinitrophenol is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 2,4,6-trinitrophenol.

Answer to Problem 19AP

The structure of the compound with IUPAC name 2,4,6-trinitrophenol is

Explanation of Solution

The IUPAC name of the compound, 2,4,6-trinitrophenol, indicates that the compound has a benzenering with a hydroxyl group on C₁ and three nitro groups on C₂, C₄ & C₆.

Conclusion

The structure of the compound with IUPAC name 2,4,6-trinitrophenol is