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

Options

A. `CH_(3)COCH_(3) overset(NaBH_(4))rarr`
B. `CH_(3)COCI overset("Rosenmund's reduction")rarr`
C. `CH_(3)CH_(2)CO_(2)CH_(2)CH_(3) overset(Sn.HCI)rarr`
D. `CH_(3)CH_(2)COCH_(3)overset(LiAIH_(4))rarr`

Answer

D

Explanation

`CH_(3)COCH_(3)overset(NaBH_(4))rarrCH_(3)underset(OH)underset(|)(C)HCH_(3)`, achiral
`CH_(3)COCI overset("Rosenmund's")underset("reduction")rarr CH_(3)CHO+HCI,` achiral
`CH_(3)CH_(2)CO_(2)CH_(2)CH_(3)overset(Sn.HCI)rarr CH_(3)CH_(2)CH_(2)OH+CH_(3)CH_(2)OH`, achiral
`CH_(3)CH_(2)COCH_(3)overset(LiAIH_(4))rarr CH_(3)CH_(2)overset(**)underset(OH)underset(|)(C)HCH_(3),` chiral