Question

Which is more highly regioselective the addition of HCl

tomethylenecyclohexane or to 1-methylcyclohexene?

Answer 1

The addition of HCl is more highly regioselective in 1-methylcyclohexene compared to tomethylenecyclohexane.

Step-by-step explanation:

In the case of the addition of HCl, the reaction is more highly regioselective in the addition to 1-methylcyclohexene compared to to methylenecyclohexane.

Regioselectivity refers to the preference of a reaction to occur at a specific position in a molecule. In this case, the double bond in 1-methylcyclohexene provides a more electron-rich environment, making it more likely for HCl to add to that location compared to to methylenecyclohexane.

Therefore, the addition of HCl to 1-methylcyclohexene would be more highly regioselective.

Answer 2

Addition to methylenecyclohexane is more highly regioselective.

Step-by-step explanation:

This is because there is a greater difference in the activation energies leading to a primary and tertiary carbocation than in the activation energies leading to a secondary and tertiary carbocation.