COMEDK20269 May 2026Morning ShiftChemistryAminesActual
Which of the following is the correct reaction of Hinsberg's reagent with primary, secondary and tertiary amines?
Options
- ATertiary amine forms N, N-dialkyl Benzene sulphonamide which is insoluble in alkali
- BPrimary amine forms N-alkyl Benzene sulphonamide which is soluble in alkali
- CSecondary amine forms N, N-dialkyl Benzene sulphonamide which is soluble in alkali
- DPrimary amine forms N, N-dialkyl Benzene sulphonamide which is soluble in alkali
Correct answer
B. Primary amine forms N-alkyl Benzene sulphonamide which is soluble in alkali
Step-by-step solution
Hinsberg's reagent is benzenesulphonyl chloride ( C₆H₅SO₂Cl ). Primary amines react with Hinsberg's reagent to form N-alkylbenzenesulphonamide. The hydrogen attached to the nitrogen in the sulphonamide is strongly acidic due to the presence of the strong electron-withdrawing sulphonyl group. Hence, it is soluble in alkali. Secondary amines react with Hinsberg's reagent to form N,N-dialkylbenzenesulphonamide. Since N,N-dialkylbenzenesulphonamide does not contain any hydrogen atom attached to the nitrogen atom, it is