Which of the following compounds will give racemic mixture on nucleophilic substitution by `OH^(-)` ion?
(I) `CH_(3)-underset(C_(2)H_(5))underset(|)(C)H-Br`
(II) `CH_(3)-underset(C_(2)H_(5))underset(|)overset(Br)overset(|)(C)-CH_(3)`
(III) `CH_(3)-underset(C_(2)H_(5))underset(|)(C)H-CH_(2)Br`

Options

A. I
B. I,II,III
C. II,III
D. I,III

Answer

A

Explanation

`CH_(3)-underset(C_(2)H_(5))underset(|)(overset(**)(C)H-Br` Contains a chiral carbon and gives a racemic product if it undergoes `S_(N)1` reaction.