\(\underset{(\mathrm{C_4H_8Cl_2})}{A}\ \xrightarrow[373\ \mathrm{K}]{\text{Hydrolysis}}\ \underset{(\mathrm{C_4H_8O})}{B}\)
B reacts with Hydroxyl amine but does not give Tollen's test. Identify A and B.
B reacts with Hydroxyl amine but does not give Tollen's test. Identify A and B.
Show Hint
- 1, 1-Dichlorobutane and Butanal
- 2, 2-Dichlorobutane and Butan-2-one
- 1, 1-Dichlorobutane and 2-Butanone
- 2, 2-Dichlorobutane and Butanal
The Correct Option is B
Solution and Explanation
A gem-dihalide on hydrolysis (aqueous alkali, 373 K) gives the carbonyl compound by loss of water from the unstable gem-diol. For a ketone the two Cl atoms must be on the same internal carbon: \(\mathrm{CH_3CCl_2CH_2CH_3}\) (2,2-dichlorobutane).
(1,1-dichlorobutane would give butanal, which responds to Tollens' test.)
Answer: (2) 2, 2-Dichlorobutane and Butan-2-one
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