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Question

From analysis and molecular weight determination, the molecular formula of (A) is C3H7NO. The compound gave following reactions.
(i) On hydrolysis it gives an amine (B) and a carboxylic acid (C)
(ii) Amine (B) reacts with benzene sulphonyl chloride and gives a product which is insoluble in aqueous sodium hydroxide solution.
(iii) Acid (C) on reaction with Tollen's reagent gives a silver mirror what are A, B and C.
Explain the reactions.

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Solution

On hydrolysis of A having formula C3H7NO gives amine (B) and a carboxylic acid. A should be acid amide. Amine (B) reacts with benzene sulphonyl chloride and gives a product which is insoluble in aqueous NaOH solution. So amine (B) should be secondary amine. Acid (C) reacts with Tollen's reagent to give silver (Ag) mirror. So, acid should be HCOOH because it has aldehydic hydrogen which can be oxidized by Tollen's reagent.
(Refer to Image)
So A will be N,Ndimethylformamide

1184315_1111624_ans_c28737a798cd4b2084d30085c1780bce.png

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