JEE Main levelSingle correct optionDifficulty 2 of 3ap009
Methyl 4-acetylbenzoate is treated with NaBHX4 in ethanol at room temperature, and then with dilute acid work-up. The product is
A[4-(1-hydroxyethyl)phenyl]methanol
Bmethyl 4-ethylbenzoate
Cmethyl 4-(1-hydroxyethyl)benzoate
D1-(4-(hydroxymethyl)phenyl)ethan-1-one
Answer: C
NaBHX4 is a mild hydride donor that reduces aldehydes and ketones but normally leaves esters untouched. Only the ketone is reduced, giving methyl 4-(1-hydroxyethyl)benzoate. LiAlHX4 would reduce both groups.