Oxidation of an alkene `(X)` gives a diol. Further oxidation gives a diketone. Which one of the following could be `X`?

Options

A. `(CH_3)_2C=C(CH_3)_2`
B. `CH_3CH=C(CH_3)_2`
C. `(CH_3)_2CHCH=CH_2`
D. `C_6H_5CH=CHC_6H_5`

Answer

D

Explanation

Since the diol on further oxidation forms a diketone , therefore, the diol must be monosubstituted, i.e., it must contain `2^@` alcoholic groups. Therefore, option (d) is correct.
`underset"(X)"(C_6H_5CH=CHC_6H_5)underset"(Baeyer's reagent)"overset("Cold. aq. alk." KMnO_4) to underset(("Diol contains two " 2^@ "alcoholic groups"))(C_6H_5-underset(OH)underset|CH-underset(OH)underset|CH-C_6H_5) overset"[O]"to underset"Diketone"(C_6H_5-undersetundersetO(||)C-undersetundersetO(||)C-C_6H_5)`