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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]
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.
The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine
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.
The structure of the compound with IUPAC name 1,3,5-benzenetriol is
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.
The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is
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.
The structure of the compound with IUPAC name p-aminobenzoicacid is
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.
The structure of the compound with IUPAC name m-bromophenol is
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.
The structure of the compound with IUPAC name 2,4,6-trinitrophenol is
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Chapter 15 Solutions
Organic Chemistry
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