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JEE Main levelSingle correct optionDifficulty 2 of 3nc193

In the carbylamine reaction of a primary amine with and ethanolic , the reactive electrophilic species generated from chloroform is

  1. Atrichloromethyl cation
  2. Btrichloromethyl free radical
  3. Cchlorine atom
  4. Ddichlorocarbene

Answer: D

Chloroform loses HCl with base to give dichlorocarbene (a carbene with a vacant orbital). The amine nitrogen attacks it, and two further eliminations of HCl give the isocyanide R-NC.
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