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Concept explainers
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]
![Check Mark](/static/check-mark.png)
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
![Check Mark](/static/check-mark.png)
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
![Check Mark](/static/check-mark.png)
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
![Check Mark](/static/check-mark.png)
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
![Check Mark](/static/check-mark.png)
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
![Check Mark](/static/check-mark.png)
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
- Draw structural formulas for the following the compounds: (a) Cis-1,3-diphenylcyclohexane (b) 5-phenylpentanoic acid (c) 3,4-dibromo-N,N-dimethylanilinearrow_forwardDraw the structural formulas of the following compounds:(a) 2,3-Dimethylpentanal(b) 1,3-Dibromopropanone(c) 4-hydroxy-4-methylhexan-2-onearrow_forward(a) Compound Z is a tertiary aromatic amine with the formula, C8H11N. Provide a chemical structure for compound Z. (b)nDraw the structure of the product formed exclusively when nitrous acid reacts with Z.arrow_forward
- Please draw the skeletal formula of the following compounds: (A) Isobutyraldehyde (B) α-Ethyl-γ-methoxycaproaldehyde (C) 6-Hydroxyhexanal (D) 2,4-Pentanedione (E)3-Cyano-7-oxoheptanoic acidarrow_forwarda) If the pH value of an aqueous solution of trimethylamine [(CH3)3N] is 10.75, what should be the molarity of this solution? (CH3)3N + H2O ↔ (CH3)3NH+ + OH-, Kb = 6,3 × 10-5 b) What will be the pH of the solution prepared by dissolving 8.35 g of aniline hydrochloride (C6H5NH3+Cl-) in 750 mL of 0.215 M aniline (C6H5NH2)? Is this solution an effective buffer? Explain (Kb = 7,4 × 10-10 for aniline, C: 12.0 g / mol, H: 1.0 g / mol, N: 14.0 g / mol, Cl: 35.4 g / mol) .arrow_forwardDraw the structures of the following.arrow_forward
- a) If the pH value of an aqueous solution of trimethylamine [(CH3) 3N] is 10.75, what should be the molarity of this solution? (CH3) 3N + H2O ↔ (CH3) 3NH + + OH-, Kb = 6.3 × 10-5 b) What will be the pH of the solution prepared by dissolving 8.35 g of aniline hydrochloride (C6H5NH3 + Cl-) in 750 mL of 0.215 M aniline (C6H5NH2)? Is this solution an effective buffer? Explain (Kb = 7.4 × 10-10 for aniline, C: 12.0 g / mol, H: 1.0 g / mol, N: 14.0 g / mol, Cl: 35.4 g / mol) .arrow_forwardCompounds that contain an N-H group associate by hydrogen bonding. (a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group? (b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?arrow_forwardEach member of the following set of compounds is an amine; that is, each contains a nitrogen bonded to one, two, or three carbon groups. Which structural formulas represent the same compound, and which represent constitutional isomers?arrow_forward
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