Question

When $1-$Methylcyclohexene is treated with $\mathrm{HCl}$, it produces

• A. $1$-Chloro-cyclohexane
• B. $1$-Chloro-$2$-methylcyclohexane
• C. $1$-Chloro-$1$-methylcyclohexane
• D. $2$-Chloro-$1$-methylcyclohexane

Answer 1

The correct option is C

$1$-Chloro-$1$-methylcyclohexane

Explanation for the correct option:

(C) $1$-Chloro-cyclohexane

• According to Markovnikov's rule, the addition of Hydrogen halides takes place to the asymmetrical alkenes.
• In this reaction, the asymmetric alkene reacts with Hydrogen halide such that the halide is added to the double-bonded carbon atom having the maximum number of alkyl groups while Hydrogen is added to the double-bonded carbon atom with the maximum number of Hydrogen substituents.
• Thus, $1-$Methylcyclohexene reacts with $\mathrm{HCl}$, to give $1$-Chloro-$1$-methylcyclohexane.

Hence, option (C) is correct. When $1-$Methylcyclohexene is treated with $\mathrm{HCl}$, it produces $1$-Chloro-$1$-methylcyclohexane.