Question

Using the curved arrow formalism, outline an acceptable mechanism for the acid catalyzed electrophilic addition of water to 1-Methylcyclohexene as shown below. Your mechanism should show the movement of all electrons involved in bond forming and bond breaking steps as well as all formal charges for atoms that are not neutral.

CH *** H-O-H H

Answer 1

Reaction mechanism:

Alkene react with hydronium ion gives alcohol. This reaction mechanism follows Morkonikov rule ( OH group add on more substituted carbon.)

In the given reaction, protonation of 1-methyl cyclohexene gives more stable tertiary carbocation.

Then, water molecule attack the carbocation followed by deprotonation gives more substituted tertiary alcohol as product.

CH T 개 타 대기 + H T HC SA 했