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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?
Which of the following amines will form a product that is soluble in KOH, on reaction with Hinsberg’s reagent?
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Solution
The correct option is C Aniline
Primary amines on reacting with Hinsberg's reagent gives benzene sulphonamide which has acidic proton attached to N atom and is soluble in alkali like KOH.
Here, isopropylamine and aniline are primary amines.
Thus, reaction of Hinsberg’s reagent with Isopropylamine and aniline gives N-isopropylbenzene sulphonamide and N-phenylbenzene sulphonamide respectively. The lone hydrogen attached to the N atom is strongly acidic due to the presence of strong electron withdrawing sulphonyl group. Hence, they are soluble in alkali like KOH.
Hence, option (a) and (c) are correct.
Primary amines on reacting with Hinsberg's reagent gives benzene sulphonamide which has acidic proton attached to N atom and is soluble in alkali like KOH.
Here, isopropylamine and aniline are primary amines.
Thus, reaction of Hinsberg’s reagent with Isopropylamine and aniline gives N-isopropylbenzene sulphonamide and N-phenylbenzene sulphonamide respectively. The lone hydrogen attached to the N atom is strongly acidic due to the presence of strong electron withdrawing sulphonyl group. Hence, they are soluble in alkali like KOH.
Hence, option (a) and (c) are correct.
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