Choose the major product. A B c D none of the above

Answer

Major Product of Lactone Hydrolysis Reaction | Learnlyfly

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

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