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Question
Chemistry
The amine ‘A’ when treated with nitrous acid gives yellow oily substance. The amine A is
Q. The amine ‘
A
’ when treated with nitrous acid gives yellow oily substance. The amine
A
is
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A
triethylamine
B
trimethylamine
C
aniline
D
methylphenylamine
Solution:
Secondary amines when treated with nitrous acid give yellow oily substance. So, amine '
A
′
is methylphenyl amine.
Reaction of nitrous acid with allphatic amines
Liberation of
N
2
gas
+
alcohol formation
R
−
N
H
2
+
H
N
O
2
⟶
R
−
N
+
≡
NC
l
−
⟶
H
2
O
RO
H
+
N
2
+
H
Cl
Reaction of nitrous acid with aromatic amines
Liberation of
N
2
gas
+
Phenol formation
P
h
N
H
2
+
H
N
O
2
+
H
Cl
⟶
273
−
278
K
P
h
−
N
+
≡
NC
l
−
⟶
P
h
O
H
+
H
Cl
+
N
2
Reaction of nitrous acid with
2
∘
amines With
H
N
O
2
, they give nitroso amines, which being insoluble in dilute acids separate as yellow oily compound.
R
2
N
H
+
H
ONO
⟶
R
2
−
N
−
N
=
O
N-nitroso dialkyl amine (yellow oil)
Reaction of nitrous acid with
3
∘
amines
Aliphatic
3
∘
amines on reaction with HONO form soluble nitrite salts, while aromatic
3
∘
amines form green coloured
p
-nitroso amines.
R
3
N
+
H
ONO
⟶
(
Soluble nitrite
)
[
R
3
N
+
H
]
N
O
2
−
P
h
−
NM
e
2
+
H
ONO
⟶