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Question:

Write the reactions of (i) aromatic and (ii) aliphatic primary amines with nitrous acid.

Answer:

(i) Aromatic amines react with nitrous acid (prepared in situ from NaNO2 and a mineral acid such as HCl) at 273 - 278 K to form stable aromatic diazonium salts i.e., NaCl and H2O.

 

(ii) Aliphatic primary amines react with nitrous acid (prepared in situ from NaNO2 and a mineral acid such as HCl) to form unstable aliphatic diazonium salts, which further produce alcohol and HCl with the evolution of N2 gas.


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