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 `:`

Options

A. `CH_3COCH_3 `
B. `(CH_3)_2CHOH`
C. `CH_3CHO`
D. `CH_3CH_2OH`

Answer

B

Explanation

The oxidation product of X reacts with phenyl hydrazine , thus it contain ` 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)_2HCOH`.
`underset((X))((CH_3)_2CHOH) underset(K_2Cr_2O_7) overset([O])to underset("Propanone")(CH_3-overset(O)overset(||)C-CH_3) overset(C_6H_5NHNH_2)to underset(" Phenyl hydrozone")(CH_3-overset(CH_3)C=NHNC_6H_5)`
Propanone `to` Silver mirror not formed.