Question

The following compound on hydrolysis in aqueous acetone will give:
'
,

• A. Mixture of (K) and (L)
• B. Mixture of (K) and (M)
• C. Only (M)
• D. Only (K)

Answer 1

Answer: (A)

The product (K) is formed through simple nucleophilic substitution while the major product (L) is formed through $1,2-H^{\Theta }$ shift viz $S_{N}1$ reaction and the methoxy group stabilizes the carbocation intermediate of product (L).

The mechanism of this reaction is represented as follows.