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Question

The product formed on the reaction of chloroform with aniline and alcoholic KOH is:
  1. Phenyl isocyanide
  2. Chlorobenzene
  3. Phenol
  4. Phenyl cyanide


Solution

The correct option is A Phenyl isocyanide
This is the carbylamine test for aliphatic and aromatic primary amines. Aniline, chloroform and alc. KOH  on heating gives foul smelling phenyl isocyanide.
C6H5NH2+CHCl3+3KOH(alc.)C6H5NCPhenyl isocyanide+3KCl+3H2O

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