Question #53367

Explain Hoffman's ammonolysis reaction.and also tell that how this reaction occur?

Expert's answer

Since alkyl halides have positive charge on the carbon connected with Halogen they undergo nucleophilic substitution with NH3 which has a lone pair.
R-X + NH3 → R-NH2 + HX, where R-alkyl and X-halogen.
In case of excess of alkyl halide the reaction goes further to produce other amines:
R-NH2 + R-X → R2NH + HX (secondary amine)
R2NH + R-X → R3N + HX (tertiary amine)
R3N + R-X → R4N+X- (quaternary ammonium salt)
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