Which of the following alkenes is most likely to undergo rearrangement upon acid-catalyzed hydration (treatment with aqueous H₂SO₄)?

Question

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Alkene 2 possesses a tertiary carbon adjacent to the double bond, which makes it the most likely to undergo rearrangement upon acid-catalyzed hydration. The rearrangement involves a migration of a hydride ion from the tertiary carbon to the carbocation intermediate formed, resulting in a more stable tertiary carbocation.

Which of the Following Alkenes Is Most Likely to Undergo