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Question
Distinguish between ethylamine, diethylamine, and triethylamine by using Hinsberg’s reagent?
Solution
i. Ethylamine (primary amine) reacts with benzenesulphonyl chloride to form N-ethylbenzenesulphonyl amide.
The hydrogen attached to nitrogen in N-ethylbenzene sulphonamide is strongly acidic. Hence it is soluble in alkali.
ii. Diethylamine reacts with benzene-sulphonyl chloride to give N, N-diethyl benzene sulphonamide.
N, N-diethylbenzenesulphonamide does not contain any H-atom attached to the nitrogen atom. Hence it is not acidic and does not dissolve in alkali.
iii. Triethylamine does not react with benzenesulphonyl chloride (i.e., Hinsberg’s reagent) as it does not contain any H-atom attached to the nitrogen atom.
RELATED QUESTIONS
Answer in one sentence.
Write the reaction of p-toluenesulphonyl chloride with diethylamine.
Write the structure of Hinsberg’s reagent.
Hinsberg's reagent is ______.
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The amine, which reacts with p-toluenesulphonyl chloride to give a clear solution, which on acidification gives insoluble compound is ______.
Why do tertiary amines not react with benzene sulfonyl chloride?
