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JEE Advanced levelSingle correct optionDifficulty 3 of 3nc141

Aniline is treated successively with (i) / dil. at 273-278 K to give A, (ii) to give B, and (iii) / Ni to give C. C is

  1. A
  2. B
  3. C
  4. D

Answer: C

A is benzenediazonium chloride and B is benzonitrile, , formed by the Sandmeyer reaction. Catalytic hydrogenation reduces the nitrile group to , giving benzylamine, a primary amine with one carbon more than aniline.
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More questions on Diazonium salts: preparation and synthetic uses