Reaction MechanismmediumMCQ SINGLE⭐ Must-Do

The cyclobutylmethyl carbocation rapidly undergoes a skeletal rearrangement to form the cyclopentyl Reaction Mechanism Chemistry Question

Question

The cyclobutylmethyl carbocation rapidly undergoes a skeletal rearrangement to form the cyclopentyl carbocation. What is the primary reason for this rapid shift?

Answer: B

💡 Solution & Explanation

A primary carbocation adjacent to a highly strained 3- or 4-membered ring rapidly undergoes ring expansion via an alkyl shift. This relieves angle strain and produces a more stable secondary carbocation within a larger ring.

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