Practice question
Question
Which intermediate is most likely to form during heterolytic cleavage of CH₃CH₂CH(Cl)CH₃ in a polar solvent?
Explanation
Heterolytic cleavage of C–Cl in CH₃CH₂CH(Cl)CH₃ forms CH₃CH₂CH⁺CH₃ (secondary carbocation) and Cl⁻, favored in polar solvents.