Question

Which one is correct?

• A. 3 D.U. present in major product
• B. Ketone functional group present in major product.
• C. One time ring expension and one time (1-2) shifting perform in this reaction.
• D. All of these

Answer 1

Answer: (D)

All of these

Answer 2

The reaction starts with diazotization of a primary amine, forming a carbocation. This carbocation undergoes Wagner-Meerwein rearrangement, leading to ring expansion of the four-membered ring into a five-membered ring and a (1-2) shift to form a new carbocation. The hydroxyl group then attacks this carbocation, resulting in ring closure. This complex rearrangement sequence explains option (3). The presence of a ketone functional group (option 2) can arise from further rearrangements or oxidation under certain conditions, or it might be a potential product depending on the exact pathway. If the starting material has 3 D.U. (as calculated from its bicyclic structure with a double bond or equivalent unsaturation), and the reaction involves rearrangements and ring formations/expansions without altering the number of rings or pi bonds, the product will also have 3 D.U. (option 1). Given that complex rearrangements are common in such systems, it's plausible that all three statements can be true for the major product or are considered correct based on the specific reaction mechanism taught in the context from which this question originates.