Q. 134.8( 10 Votes )
Write the reactions of (i) aromatic and (ii) aliphatic primary amines with nitrous acid.
(i) Aromatic amines react with nitrous acid (prepared in situ fromNaNO2 and a mineral acid such as HCl) at 273 - 278 K to form stable aromatic diazonium salts i.e., NaCl and water.This reaction is widely used for preparation of variety of compounds.
(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 is very reactive, which further produce alcohol and HCl with the evolution of nitrogen gas.
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(a) Write the reactions involved in the following :
(i) Hofmann bromamide degradation reaction
(iii) Gabriel phthalamide synthesis
(b) Give reasons :
(i) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.
(ii) Aromatic diazonium salts are more stable than aliphatic diazonium salts.
(a) Write the structures of the main products of the following reactions:
(b) Give a simple chemical test to distinguish between Aniline and N,N-dimethylaniline.
(c) Arrange the following in the increasing order of their pKb value:
C6H5NH2, C2H5NH2, C6H5NHCH3Chemistry - Board Papers