Primary amines of formula $C X_{5} H X_{13} N$ give a sulfonamide that dissolves in aqueous alkali when treated with benzenesulfonyl chloride (Hinsberg test). Counting constitutional isomers only (do NOT count stereoisomers), how many isomeric amines of formula $C X_{5} H X_{13} N$ show this behaviour?

Numerical answer type, tolerance 0.5.

Answer: 8

A sulfonamide soluble in alkali comes only from a primary amine, so we count the primary amines

C X_{5} H X_{11} NH X_{2}

, i.e. the number of

C X_{5} H X_{11}

alkyl groups. They are pentan-1-, pentan-2-, pentan-3-amine, 2-methylbutan-1-, 3-methylbutan-1-, 3-methylbutan-2-, 2-methylbutan-2-amine and 2,2-dimethylpropan-1-amine. Total = 8.

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Primary amines of formula CX5​HX13​N give a sulfonamide that dissolves in aqueous alkali when treated with benzenesulfonyl chloride (Hinsberg test). Counting constitutional isomers only (do NOT count stereoisomers), how many isomeric amines of formula CX5​HX13​N show this behaviour?

Answer: 8

More questions on Reactions of amines: acylation, carbylamine, Hinsberg test