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An organic compound 'X' is oxidised by u...

An organic compound 'X' is oxidised by using acidified `K_(2)Cr_(2)O_(7)`. The product obtained reacts with phenyl hydrazine but does not answer silver mirror test. The possible structure of 'X' is `:`

A

`CH_3COCH_3`

B

`(CH_3)_2CHOH`

C

`CH_3CHO`

D

`CH_3CH_2OH`

Text Solution

Verified by Experts

The correct Answer is:
B

The oxidation product of X reacts with phenyl hydrazine, thus it contains `gt` C = O group. The same product does not answer silver mirror test thus, it is a ketone, because only aldehydes give this test.
Thus the compound X must be a `2^@` alcohol, as only secondary alcohols give ketones on oxidation and hence X is `(CH_3)_2CHOH`.
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