Question

Draw the major organic product of the regioselective reaction of 2-methyl-2-pentene with H2O in presence of H2SO4. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. In your answer, draw the expanded structure for the acetyl group (Ac). Do not include lone pairs in your answer. They will not be considered in the grading.

Answer 1

Answer:

2-methyl-2-pentanol is produced as a major product

Explanation:

• Double bond in 2-methyl-2-pentene is protonated first by consuming a proton from $H_{2}SO_{4}$.
• A carbocation intermediate is formed after protonation of double bond. Most stable carbocation is formed as a major intermediate.
• Here a tertiary carbocation is formed as a major intermediate.
• $H_{2}O$ gives subsequent nucleophilic addition to the carbocation intermediate and produce 2-methyl-2-pentanol as a major product.
• Reaction mechanism and major organic product has been shown below.