Question

Which of the following reactions would give pentan-2-ol?

• A.
• B.
• C.
• D. $MeCHO\underset{H_3{O}^{\oplus }}{\overset{PrMgBr/\text{ether}}{\to }}$

Answer 1

Answer: (A), (B), (C), (D)

a. Nucleophile $E{t}^{\ominus }$
(from EtMgBr) attacks at less- substituted $C$ atom by $S{N}^2$ mechanism to give pentan-2-ol

b. Nucleophile $M{e}^{\ominus }$ (from MeMgBr) attacks at less-substituted $C$ atom by $S{N}^2$ mechanism to give pentan-2-ol