Question

Compound (X)
is reacted with aqueous acetone to gives which of the following products.

• A. M only
• B. L only
• C. K, M
• D. K, L

Answer 1

The correct option is D K, L

In compound (X), the $C{l}^{-}$ group leaves to form a secondary carbocation followed by attack of $O{H}^{-}$ to give compound (K).

Also, the secondary carbocation formed from (X) undergoes 1, 2 Hydride-shift to form a stable carbocation followed by attack of $O{H}^{-}$ to give compound (L). Formed carbocation is also stabilised by electron donating group $-OC{H}_3$. This will be the major product of the reaction.

Secondary carbocation formed does not undergoes 1, 2-methyl shift to give compound (M) because $N{O}_2$ is electron withdrawing group so it will destabilize the carbocation.

Hence, option (a) is the correct answer.