Treating 1-methylcyclohexene with HCl would yield primarily which of these?

Question

Quizplus · Accepted Answer

When treated with HCl, 1-methylcyclohexene undergoes Markovnikov addition which means that the H will add to the carbon with less substituents. Therefore, the H will add to the carbon with the CH3 group, forming a carbocation intermediate. This carbocation intermediate can then undergo rearrangement to more stable tertiary carbocation before capturing the chloride ion to form the final product, tert-butyl chloride (III). The other choices are either not possible or less likely to be formed as major products based on the mechanism of the reaction.

Treating 1-Methylcyclohexene with HCl Would Yield Primarily Which of These