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Question
Which of the following amines, on reaction with benzenesulphonyl chloride, will give a sulphonamide that is insoluble in alkali?
Which of the following amines, on reaction with benzenesulphonyl chloride, will give a sulphonamide that is insoluble in alkali?
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Solution
The correct option is B Ethylmethylamine
Secondary amines on reaction with Hinsberg’s reagent produce sulphonamides without any hydrogen atom attached to the nitrogen atom. Hence, it is not acidic and therefore insoluble in alkali. The amide produced in this case is N-ethyl-N-methylbenzenesulphonamide. Secondary amine reacts with benzenesulphonyl chloride forming N, N-dialkyl benzenesulphonamide, which is insoluble in alkali.
Secondary amines on reaction with Hinsberg’s reagent produce sulphonamides without any hydrogen atom attached to the nitrogen atom. Hence, it is not acidic and therefore insoluble in alkali. The amide produced in this case is N-ethyl-N-methylbenzenesulphonamide. Secondary amine reacts with benzenesulphonyl chloride forming N, N-dialkyl benzenesulphonamide, which is insoluble in alkali.
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