Which among the following react with Hinsberg's reagent? (A) (B) (C) \(\mathrm{CH}_{3}-\mathrm{NH}_{2}\) (D) \(\mathrm{N}\left(\mathrm{CH}_{3}\right)_{3}\) (E) Choose the correct answer from the options given below:

JEE Main · 2025 · 23 Jan 2025 · Shift 1 · Compounds Containing Nitrogen

Which among the following react with Hinsberg's reagent?

(A)

(B)

(C)

CH_{3} - NH_{2}

(D)

N (CH_{3})_{3}

(E)

Choose the correct answer from the options given below:

(A)B and D only
(B)C and D only
(C)A, B and E only
(D)A, C and E only✓ Correct

Answer: (D)

Solution

Hinsberg's reagent, benzenesulfonyl chloride, reacts with amines that carry a hydrogen on nitrogen: a primary amine gives an N-substituted sulfonamide that is acidic and dissolves in alkali, a secondary amine gives an N,N-disubstituted sulfonamide insoluble in alkali, and a tertiary amine has no N–H to react and remains unchanged.

Aniline (A) and

C H_{3} N H_{2}

N, N

-dimethylaniline (B) and trimethylamine,

N (C H_{3})_{3}

(D), are tertiary amines with no replaceable hydrogen on nitrogen and do not react.

A, C and E react with Hinsberg's reagent.

JEE Main · 2025 · 23 Jan 2025 · Shift 1 · Single correct option

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JEE Main · 2025 · 23 Jan 2025 · Shift 1 · Compounds Containing Nitrogen

Solution

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