Question

Select the correct options with respect to the reaction of cis-3-methylcyclopentanol with $P/I_2$:

• A. The reaction is $S_{N}1$
• B. The reaction is $S_{N}2$
• C. The substrate is optically active
• D. The product is optically active

Answer 1

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

The product is optically active

$Pand‘I_2$ generate $P{I}_3$ in situ. The alcohol (substrate) is secondary;
with $P{I}_3$, it undergoes inversion at the carbinol carbon via an $S_{N}2$.