Reaction MechanismhardNUMERICAL

When a cyclobutylmethyl carbocation undergoes a spontaneous, kinetically favored ring expansion rearReaction Mechanism Chemistry Question

Question

When a cyclobutylmethyl carbocation undergoes a spontaneous, kinetically favored ring expansion rearrangement, what is the number of carbon atoms in the newly formed ring?

Answer: 5

💡 Solution & Explanation

The primary carbocation adjacent to the highly strained 4-membered ring undergoes an alkyl shift (ring expansion) to form a 5-membered ring secondary carbocation, which relieves significant angle strain and increases overall stability.

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