In which of the following reactions, the product obtained is chiral ?

Options

A. `CH_3 COCH_3 overset(NaBH_4)to`
B. `CH_3COCl overset("Rosenmund' s reduction")to`
C. `CH_3 CH_2 CO_2 CH_2 CH_3 overset(Sn, HCl)to`
D. `CH_3 CH_2 COCH_3 overset(LiAlH_4)to`

Answer

D

Explanation

`CH_3COCH_3 overset(NaBH_4)to CH_3underset(OH)underset(|)(CH)CH_3` , achiral
`CH_3COCl underset("reduction")overset("Rosenmund.s")to CH_3CHO+HCl`, achiral
`CH_3CH_2CO_2CH_2CH_3 overset(Sn, HCl)to CH_3CH_2CH_2OH+CH_3CH_2OH`, achiral
`CH_3CH_2COCH_3 overset(LiAlH_4)to CH_3CH_2underset(OH)underset(|)overset("*")(CH)CH_3`, chiral