An optically active compound `A` with molecular formula `C_(6)H_(14)` undergoes catalytic hydrogenation to give an optically inactive product. Which of the following structures for A is/are consistent with all the data?

Options

A.
B.
C.
D.

Answer

B, C

Explanation

(A). This compound is not consistent with the data because it is mso and cannot be optically active.
(B). This compound is consistent with the data because it is chiral but would hydrogenate to give trans-1,4- dimethyl chlohexane, an achiral product.
(C). this compound is consistent with the data because it is chiral and would hydrogenate to give a mixture of cis and trans-1,4-dimethyl cyclohexane, which are both achiral product.
(D). this compound is not consistent with the data, because although it is chiral and thus optically active, it would hydrogenate to give chiral and opticaly active product 1,3- dimethylcyclohexane.