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Question

Which of the following amines will form a product that is soluble in KOH, on reaction with Hinsberg’s reagent?

A
Isopropylamine
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B
Diethylamine
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C
N,N-Dimethylpropylamine
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D
N,N-Dimethylaniline
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Solution

The correct option is A Isopropylamine

The reaction of Hinsberg’s reagent with Isopropylamine gives N-isopropylbenzene sulphonamide. The lone hydrogen attached to the N atom is strongly acidic due to the presence of strong electron withdrawing sulphonyl group. Hence, is it soluble in alkali like KOH.

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