MCQ
On heating an aliphatic primary amine with chloroform and ethanolic potassium hydroxide, the organic compound formed is :
  • A
    an alkanol
  • B
    an alkanediol
  • C
    an alkyl cyanide
  • an alkyl isocyanide

Answer

Correct option: D.
an alkyl isocyanide
d
This reaction is an example of carbylamine test which includes conversion of amine to isocyanide.

$R-\ddot{N}_{H_{2}}+C H C I_{3} \frac{C_{2} H_{5} O H}{K O H} R-_{N}^{+} \equiv \bar{c}^{:}$
$1^{\circ}\; amine     \quad   \quad   \quad \quad \quad \;Alkyl \;isocyanide$

The mechanism of this reaction included rearrangement of nitrene in which migration of alkyl group from carbon to nitrogen takes place.

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