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An organic compound X is oxidised by usi...

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_(3)COCH_(3)`

B

`(CH_(3))_(2)CHOH`

C

`CH_(3)CHO`

D

`CH_(3)CH_(2)OH`

Text Solution

Verified by Experts

The correct Answer is:
B

The oxidation product of X reacts with phenyl hydrazine, thus it contains
`gt C=0` 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))_(2)CHOH`.
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