Question:

An aliphatic amine reacts with Hinsberg's reagent to give a product insoluble in NaOH. The amine is

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$1^{\circ}$ amine: Soluble in NaOH; $2^{\circ}$ amine: Insoluble in NaOH; $3^{\circ}$ amine: No reaction.
Updated On: Apr 27, 2026
  • ethanamine
  • N-methylethanamine
  • benzenamine
  • N, N-diethylethanamine
  • p-toludine
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The Correct Option is B

Solution and Explanation

Step 1: Concept
Hinsberg's reagent (benzenesulfonyl chloride) reacts differently with $1^{\circ}$, $2^{\circ}$, and $3^{\circ}$ amines.

Step 2: Meaning

Secondary ($2^{\circ}$) amines react to form a sulfonamide that lacks an acidic hydrogen, making it insoluble in alkali (NaOH).

Step 3: Analysis

N-methylethanamine is a secondary amine. Primary amines (like ethanamine) form products soluble in NaOH, while tertiary amines do not react.

Step 4: Conclusion

Hence, the correct answer is N-methylethanamine.
Final Answer: (B)
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