1.

(i) tert-Butylamine cannot be prepared by the action of NH_(3) on tert-butyl bromide. Explain why? (ii) Suggest a convenient method for the preparation of tert-butylamine.

Answer»

Solution :(i) tert-Butyl bromide being a `3^(@)` alkyl halide on treatment with a base (i.e., `NH_(3)`) prefers to undergo elimination RATHER than substitution. THEREFORE, the product is isobutylene rather than tert-butylamine.

(ii) `1^(@)` amines containing tert-alkyl groups can be prepared by ACTION of SUITABLE Grignard reagents on O-metthylhydroxylamine. for EXAMPLE.


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