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A (C4H8Cl2) Hydrolysis 373 K B (C4H8O) B reacts with Hydroxyl amine but does not give Tollen's test. Identify A and B

1. 1,1-Dichlorobutane and 2-Butanone
2. 2,2-Dichlorobutane and Butanal
3. 1,1-Dichlorobutane and Butanal
4. 2,2-Dichlorobutane and 2-butane-one

Correct answer: 2,2-Dichlorobutane and 2-butane-one

Solution

B (C4H8O) reacts with hydroxylamine (a carbonyl) but gives no Tollens test, so it is a ketone, namely 2-butanone. The gem-dihalide that hydrolyses to a ketone is 2,2-dichlorobutane. Hence A = 2,2-dichlorobutane and B = 2-butanone.

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