Discussion
Which of the following amine does not react with Hinsberg's reagent?
Answer: C
The amine that does not react with Hinsberg's reagent is N,N-dimethylethanamine.
Hinsberg's reagent is benzenesulphonyl chloride. Primary and secondary amines replace an N–H hydrogen to form sulphonamides. N,N-Dimethylethanamine is a tertiary amine with no hydrogen on nitrogen, so it does not react.
Methanamine, 1-propanamine and 2-propanamine are primary amines (their sulphonamides dissolve in alkali), and N-methylethanamine is secondary (its sulphonamide is insoluble in alkali); all of them react.
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