In the reaction with HCl, an alkene reacts in accordance with the Markovnikov's rule, to give a product 1-chloro-1-methylcyclohexane. The…

43 2015 AIPMT-II HydrocarbonsMarkovnikov's rule Medium
In the reaction with HCl, an alkene reacts in accordance with the Markovnikov's rule, to give a product 1-chloro-1-methylcyclohexane. The possible alkene is:
A -
B -
C (A) and (B)
D -

Detailed Solution

Methylenecyclohexane + $H^+$ → 1-methylcyclohexyl (tertiary) carbocation → + $Cl^-$ → 1-chloro-1-methylcyclohexane.
1-Methylcyclohexene + $H^+$ → the same tertiary carbocation → + $Cl^-$ → 1-chloro-1-methylcyclohexane.

So both (A) and (B) give the product.

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