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Solution


Q.

An amine (X) is prepared by ammonolysis of benzyl chloride. On adding p-toluenesulphonyl chloride to it, the solution remains clear. The molar mass of the amine (X) formed is ______ g mol-1.

(Given molar mass in g mol-1: C : 12, H : 1, O : 16, N : 14)                                [2024]

Ans.

(287)

Ammonolysis of alkyl halides produces a mixture of primary, secondary and tertiary amines and quaternary ammonium salt. Major product formed depends upon relative amount of alkyl halide and ammonia.

As on adding p-toluenesulphonyl chloride (Hinsberg reagent) solution remains clear, this means the amine X is tertiary amine. Formula of X is (C6H5CH2)3N.
Molar mass of

X=[3×(7×12+7×1)+14] g mol-1=287 g mol-1