Question
Answer the following
Explain carbylamine reaction with suitable examples.

Answer

Carbylamine reaction:

i. Aliphatic or aromatic primary amines on heating with chloroform give foul (offensive) smelling products called alkyl/aryl isocyanides or carbylamines.

ii. This reaction is a test for primary amines. Secondary and tertiary amines do not give this test.

$\underset{1^{\circ} \text { Amine }}{ R - NH _2}+ CHCl _3+3 KOH \stackrel{\Delta}{\rightarrow} \underset{\text { Alkyl isocyanide }}{ R - NC }+3 KCl +3 H _2 O$

e.g.

a. $\underset{\text { Ethylamine }}{ CH _3- CH _2}- NH _2+\underset{\text { Chloroform }}{ CHCl _3}+3 KOH \stackrel{\Delta}{\rightarrow} \underset{\text { Ethyl isocyanide }}{ C _2 H _5- NC }+3 KCl +3 H _2 O$

b. $\underset{\text { Aniline }}{ C _6 H _5- NH _2}+\underset{\text { Chloroform }}{ CHCl _3}+3 KOH \stackrel{\Delta}{\rightarrow} \underset{\text { Phenyl isocyanide }}{ C _6 H _5 NC }+3 KCl +3 H _2 O$

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