Practice question
Question
Which carbocation is most likely to rearrange to a more stable form if formed from CH₃CH₂CH₂CH₂CH₂Cl via heterolytic cleavage?
Explanation
Cleavage at CH₂Cl forms CH₃CH₂CH₂CH₂CH₂⁺ (primary). A hydride shift to CH₃CH₂CH₂CH⁺CH₃ (secondary) increases stability via hyperconjugation.
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