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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3nc201

Which of the following correctly describe the reaction of amines with nitrous acid ( / dil. )?

  1. AN,N-Dimethylaniline gives 4-nitroso-N,N-dimethylaniline (ring nitrosation, green solid).
  2. BEthylamine gives a stable ethyldiazonium chloride at 273-278 K.
  3. CN-Methylaniline gives N-nitroso-N-methylaniline, a yellow oil.
  4. DAniline at 273-278 K gives benzenediazonium chloride.

Answer: A, C, D

Primary aromatic amines give diazonium salts at 273-278 K, secondary amines give N-nitrosoamines, and tertiary aromatic amines are nitrosated at the para position of the ring. Aliphatic diazonium salts are unstable and decompose at once to N2 and an alcohol.
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