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NEETChemistryAmines

When N-ethylethanamine is treated with benzenesulphonyl chloride and the resulting mixture is shaken with aqueous NaOH, what is the expected observation?

Options

  1. AA solid is formed which dissolves in aqueous NaOH.
  2. BNo reaction occurs with benzenesulphonyl chloride.
  3. CA solid is formed which remains insoluble in aqueous NaOH.
  4. DA clear solution is formed immediately upon adding benzenesulphonyl chloride.

Correct answer

C. A solid is formed which remains insoluble in aqueous NaOH.

Step-by-step solution

N-ethylethanamine ( CH ₃ CH ₂ NHCH ₂ CH ₃ ) is a secondary ( 2^ ) amine. Secondary amines react with Hinsberg's reagent (benzenesulphonyl chloride) to form N,N-dialkylbenzenesulphonamides. Since N,N-diethylbenzenesulphonamide does not contain any hydrogen atom attached to the nitrogen atom, it is not acidic and therefore remains insoluble in aqueous alkali (NaOH). Primary amines form a solid soluble in alkali, while tertiary amines do not react with Hinsberg's reagent to form stable sulphonamides. Answer: A solid i

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