Which of the following gives $R N C$ when treated with $C H {C l}_{3}$ and $K O H$ ?

R N H_{2}

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R_{2} N H

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R_{3} N

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R_{4} N^{+} {C l}^{-}

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Solution

The correct option is A $R N H_{2}$
This is Hoffmann's carbylamines test also called isocyanide test. It is given by aliphatic or aromatic primary amines. This test is not indicated by secondary or tertiary amines.

For example, aniline, chloroform and alc. KOH on heating gives foul smelling phenyl isocyanide.
$C_{6} H_{5} - N H_{2} A n i l i n e + C H C l_{3} + 3 K O H h e a t - - \to C_{6} H_{5} - N C P h e n y l i s o c y a n i d e + 3 K C l + 3 H_{2} O$
Option A is correct.

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R N H_{2} + C H {C l}_{3} + 3 K O H ⟶ R N C + 3 K C l + 3 H_{2} O

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