Which of the following compounds will give racemic mixture on nucleophillic substitution by `OH^(-)` ion?

Options

A. (i)
B. (i), (ii) and (iii)
C. (ii) and (iii)
D. (i) and (iii)

Answer

A

Explanation

A mixture containing two enantiomers in equalimolar amount have zero optical rotation, as the rotation due to one isomer is cancelled by the rotation due to other isomer. Such a mixture is known as racemic mixture. All those compounds which follow `S_(N)2` mechanism during nucleophilic substitution reaction form racemic mixture.
Order of reactivity of alkyl halides towards `S_(N)1`.
and reactions as follows:
Tertiary halide, secondary halide, primary halide, `CH_(3)`X
For `S_(N)1` reaction
Thus, `CH_(3)-underset(C_(2)H_(5))underset(|)overset(***)CH-Br` contains a chiral carbon and gives a racemic product.
Hence, option (a) is correct