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How do primary, secondary and tertiary amines react with nitrous acid?

Answer»

Solution :(i) Primary amines react with nitrous acid to form ALCOHOLS and NITROGEN GAS
`{:(CH_3NH_2+O=N-OH to [CH_3-N=N-OH] to CH_3OH+N_2),(" Primary amineunstable "):}`
Aliphatic DIAZONIUM compound is unstable because of absence of resonance stabilisation.
(ii) Secondary amines react with nitrous acid to form N-nitroso amines which are WATER insoluble yellow oils.
`{:((CH_3)_2NH+HO-N=O to (CH_3)_2N-N=O),(" Secondary amineN-nitroso dimethyl amine - yellow oil (insoluble in water)"):}`
(iii) Tertiary amines react wtih nitrous acid to form trialkyl ammonium nitrite salts which are soluble in water.
`{:((CH_3)_3N+HONO to (CH_3)_3NH^+ NO_(2)^-),(" Tertiary aminetrimethyl ammonium nitrite (salt soluble in water)"):}`.


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