An amine on reaction with benzenesulphonyl ch | vedclass

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Question

(D) The reaction of an amine with benzenesulphonyl chloride (Hinsberg reagent) produces a product that is insoluble in alkaline solution if the amine

Vedclass · Accepted Answer

$CH_3CH_2CH_2NHCH_2CH_3$

Vedclass · Answer

(D) The reaction of an amine with benzenesulphonyl chloride (Hinsberg reagent) produces a product that is insoluble in alkaline solution if the amine is a secondary $(2^{\circ})$ amine. This is because the resulting $N,N$-disubstituted sulphonamide does not contain any acidic hydrogen atom attached to the nitrogen atom.The amine is prepared by the ammonolysis of ethyl chloride $(CH_3CH_2Cl)$,which implies the amine must contain an ethyl group $(CH_3CH_2-)$.Among the options,$N$-propylaniline is a secondary amine,but it is not formed by the ammonolysis of ethyl chloride. The structure $CH_3CH_2CH_2NHCH_2CH_3$ ($N$-ethylpropylamine) is a secondary amine that can be formed by the reaction of propylamine with ethyl chloride. Therefore,the correct structure is $CH_3CH_2CH_2NHCH_2CH_3$.

An amine on reaction with benzenesulphonyl chloride produces a compound insoluble in alkaline solution. This amine can be prepared by ammonolysis of ethyl chloride. The correct structure of the amine is:

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