The amine which reacts with p-toluene sulphon | vedclass

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Question

(A) The reaction with $p$-toluene sulphonyl chloride (Hinsberg reagent) is used to distinguish between $1^\circ$,$2^\circ$,and $3^\circ$ amines.$1^\ci

Vedclass · Accepted Answer

$C_2H_5NH_2$

Vedclass · Answer

(A) The reaction with $p$-toluene sulphonyl chloride (Hinsberg reagent) is used to distinguish between $1^\circ$,$2^\circ$,and $3^\circ$ amines.$1^\circ$ amines $(R-NH_2)$ react to form an $N$-alkyl $p$-toluene sulphonamide,which contains an acidic hydrogen atom attached to the nitrogen. This makes the product soluble in alkali (forming a clear solution).Upon acidification of this clear solution,the $N$-alkyl $p$-toluene sulphonamide precipitates out as an insoluble compound.$2^\circ$ amines form a product that is insoluble in alkali,and $3^\circ$ amines do not react with the reagent.Therefore,the primary amine $C_2H_5NH_2$ is the correct answer.

The amine which reacts with $p$-toluene sulphonyl chloride to give a clear solution which on acidification gives an insoluble compound is:

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