First slide
Organic reagents and intermediates
Question

What would be the finally rearranged carbocation formed from the carbocation given below?

Moderate
Solution

• Ring contraction happens preferably over methyl shift as ring stability is more important than hyper conjugative stabilities
• In ring contraction, the bond attached to quaternary carbon is broken so as to produce a more stable tertiary carbocation
Hence, the correct answer is (4).

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