1.

From analysis and molecular weight determination the molecualr fomula of a compound (A) is C_3H_7NO. The compound gives the following information. (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 insoluble in aqueous sodium hydroxide solution. (iiI) Acid (C) on reaction with Tollens's reagent gives a silver mirror. What are (A) , (B) and (C) ? Explainthe reactions with the help of equations.

Answer»

SOLUTION :Acid (C) GIVES silver mirror with Tollens's reagent, thus, the acid (C) is formic acid (The acid which possesses aldehydic group), i.e., `H-overset(O)overset(||)C-OH`. Compound (B) gives a product with benzene sulphonyl chloride which is insoluble in aqueous `NaOH`. Hence , (B) is a secondary AMINE ,i.e.,
(B) and (C) are obtained from compound (A) on hydrolysis. Thus, the compound (A) is amide, i.e., amide of formic acid `(C_3H_7NO)`.

The compound (A) contains only 3 carbon atoms. thus, `R_1` and `R_2` contain one carbon atom each.
The structure of (A) is,
Reactions :
`underset((A))(HCON)(CH_3)_2+H_2Otounderset((C))(HCOOH)+underset("Dimethylamine")underset((B))underset(sec-"Amine")((CH_3)_2NH`
`underset((B))((CH_3)_2)NH+C_6H_5SO_2CIto(CH_3)underset(("insoluble in NaOH"))(NSO_2C_6H_5+HCI`
`underset((C))(HCOOH)+Ag_2OtoH_2O+CO_2+underset("Silver Mirror")(2Ag)`


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