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Question

A compound Z with molecular formula C3H9N reacts with C6H5SO2Cl to give a solid, insoluble in alkali. Identify Z.


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Solution

Identifying the compound Z

Benzene sulphonyl chloride (C6H5SO2Cl), which is also known as Hinsberg reagent, reacts with primary and secondary amines to form sulphonamides.

In the reaction with secondary amine, sulphonamide formed is N,Ndialkyl benzene sulphonamide. It does not contain any hydrogen atom attached to nitrogen atom. So it is not acidic and hence insoluble in alkali. Hence, Z must be a secondary amine i.e. NMethylethanamine.



Reaction of Benzene sulphonyl chloride with N-Methylethanamine



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