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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3nc052

Which statements about the action of nitrous acid () on amines are correct?

  1. AN,N-dimethylaniline gives a green 4-nitroso-N,N-dimethylaniline.
  2. BN-methylaniline gives a yellow oily N-nitroso compound.
  3. CEthanamine at 273-278 K gives a stable ethanediazonium chloride that can be isolated in solution.
  4. DAniline at 273-278 K gives benzenediazonium chloride.

Answer: A, B, D

A primary aromatic amine gives a diazonium salt that is stable at 273-278 K. A secondary amine gives the N-nitrosoamine (yellow oil). A tertiary aromatic amine undergoes nitrosation on the ring at the para position. A primary aliphatic amine gives an unstable diazonium salt that loses and gives alcohols, so the last statement is wrong.
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