Which is the major product of acid-catalyzed hydration of 1-methylcyclohexene? A) 1-methylcyclohexan-1-ol B) 2-methylcyclohexan-1-ol C) cyclohexylmethanol D) 1-methyl-1,2-epoxycyclohexane

The major product of acid-catalyzed hydration of 1-methylcyclohexene is 1-methylcyclohexan-1-ol.

Explanation:
Acid-catalyzed hydration of alkenes follows Markovnikov's rule, which states that the hydrogen atom adds to the carbon atom of the double bond that already has more hydrogen atoms, and the hydroxyl group (OH) adds to the more substituted carbon atom of the double bond.

1. Identify the double bond carbons in 1-methylcyclohexene:
   • One carbon of the double bond is attached to the methyl group and has no hydrogen atoms directly attached to it.
   • The other carbon of the double bond has one hydrogen atom directly attached to it.
2. Apply Markovnikov's Rule:
   • The hydrogen from water (or H+) will add to the carbon with more hydrogens (the carbon without the methyl group).
   • The hydroxyl group (OH) will add to the more substituted carbon (the carbon with the methyl group).
3. Resulting product: The OH group will be on the same carbon as the methyl group, which is carbon 1 of the cyclohexane ring. This gives 1-methylcyclohexan-1-ol.