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Amines and Aromatic Nitrogen Compounds
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Coupling reactions and azo dyes
JEE Main level
Single correct option
Difficulty 2 of 3
nc207
Benzenediazonium chloride is added to N,N-dimethylaniline in weakly acidic medium (pH 4-5). The main product is
A
2-(dimethylamino)azobenzene
B
N,N-dimethyl-4-nitrosoaniline
C
4-(dimethylamino)azobenzene (4-(N,N-dimethylamino)azobenzene)
D
diphenylamine
Answer: C
The strongly activating dimethylamino group directs the diazonium ion to the free para position, giving the yellow azo dye
C
X
6
H
X
5
−
N
=
N
−
C
X
6
H
X
4
−
N
(
CH
X
3
)
X
2
(para). Nitroso products need nitrous acid, not diazonium ion.
Practice Amines and Aromatic Nitrogen Compounds
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