
Answer
Major Product of Lactone Hydrolysis and Esterification
🔬 Step 1: Initial Reaction Analysis
The starting material is a five-membered ring lactone.
- When treated with NaOH and H₂O, base hydrolysis occurs.
- Hydroxide ion attacks the ester’s carbonyl carbon.
- The lactone ring opens, forming a molecule with a carboxylate ion (-COO⁻) and a hydroxyl group (-OH) at opposite ends of a four-carbon chain.
⚗️ Step 2: Acidic Hydrolysis and Cyclization
- Acidic hydrolysis with heat converts the carboxylate into a carboxylic acid (-COOH).
- The resulting molecule has both a -COOH and -OH group separated by three carbons.
- Upon heating, intramolecular esterification (lactonization) occurs, producing a cyclic ester.
- Since the reactive groups are separated by four carbons, a five-membered ring lactone forms.
🧪 Step 3: Identifying the Major Product
Among the options:
- Option A: Starting five-membered lactone
- Option B: Six-membered ring with ketone and hydroxyl groups
- Option C: Five-membered lactone with a hydroxyl side chain
- Option D: Final five-membered ring lactone formed via esterification
✅ Final Answer:
The major product is the five-membered ring lactone produced via intramolecular esterification.
Correct Option: Option D
The major product is the five-membered ring lactone produced via intramolecular esterification.
Correct Option: Option D
