NEETChemistryAmines
When N-ethylethanamine is treated with benzenesulphonyl chloride and the resulting mixture is shaken with aqueous NaOH, what is the expected observation?
Options
- AA solid is formed which dissolves in aqueous NaOH.
- BNo reaction occurs with benzenesulphonyl chloride.
- CA solid is formed which remains insoluble in aqueous NaOH.
- 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