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Karnataka Board PUCPUC Science 2nd PUC Class 12

Chemical Reactions of Amines - Reaction with Nitrous Acid

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Estimated time: 5 minutes
CBSE: Class 12

Key Points: Reaction with Nitrous Acid

HNO₂ is generated in situ: NaNO₂ + HCl → HNO₂

Primary Aliphatic Amines:

Primary Aromatic Amines (Diazotisation):

'Aromatic diazonium salts are stable due to delocalisation of the +ve charge in the benzene ring.

Secondary Amines (both aliphatic and aromatic):

\[ \underset{\text{Dimethylamine}}{(\mathrm{CH}_3)_2 \ddot{\mathrm{N}}\mathrm{H}} + \mathrm{HCl} + \mathrm{NaNO}_2 \xrightarrow{\mathrm{H}_2\mathrm{O}} [(\mathrm{HONO})] \underset{\substack{\text{N-Nitrosodimethylamine} \\ \text{(a yellow oil)}}}{(\mathrm{CH}_3)_2 \ddot{\mathrm{N}} - \ddot{\mathrm{N}} = \mathrm{O}} \]

Tertiary Aliphatic Amines:

\[ \underset{\text{Tertiary aliphatic amine}}{2\mathrm{R}_3\mathrm{N}} + \mathrm{HX} + \mathrm{NaNO}_2 \rightleftharpoons \underset{\text{Amine salt}}{\mathrm{R}_3\overset{+}{\mathrm{N}}\mathrm{H} \text{ } \mathrm{X}^-} + \underset{\text{N-Nitrosoammonium compound}}{\mathrm{R}_3\overset{+}{\mathrm{N}}-\ddot{\mathrm{N}}=\mathrm{O}\mathrm{X}^-} \]

Tertiary Aromatic Amines:

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