Q. Consider all possible isomeric ketones, including stereoisomers of $M W=100$. All these isomers are independently reacted with $NaBH _{4}$ (NOTE: stereoisomers are also reacted separately). The total number of ketones that give a racemic product(s) is/are
Solution:
1

Will not give a racemic mixture on reduction with $NaBH _{4}$
2

Will give a racemic mixture on reduction with $NaBH _{4}$
3

Will give a racemic mixture on reduction with $NaBH _{4}$
4

Will give a racemic mixture on reduction with $NaBH _{4}$
(5)

Will give a racemic mixture on reduction with $NaBH _{4}$
(6)

Will give a racemic mixture on reduction with $NaBH _{4}$
| 1 | ![]() |
Will not give a racemic mixture on reduction with $NaBH _{4}$ |
| 2 | ![]() |
Will give a racemic mixture on reduction with $NaBH _{4}$ |
| 3 | ![]() |
Will give a racemic mixture on reduction with $NaBH _{4}$ |
| 4 | ![]() |
Will give a racemic mixture on reduction with $NaBH _{4}$ |
| (5) | ![]() |
Will give a racemic mixture on reduction with $NaBH _{4}$ |
| (6) | ![]() |
Will give a racemic mixture on reduction with $NaBH _{4}$ |