JEE Main · 2023 · Shift-IIhardHC-192

Major product 'P' formed in the following reaction is:

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

Major product 'P' formed in the following reaction is: image

Options
  1. a

    image

  2. b

    image

  3. c

    image

  4. d

    image

Correct Answerb

image

Detailed Solution

Step 1: Identify the starting material

The starting material is pent-4-enoic acid (CHX2=CHCHX2CHX2COOH\ce{CH2=CHCH2CH2COOH}) treated with BrX2\ce{Br2}.

Step 2: Reaction of unsaturated acid with Br2

When an unsaturated carboxylic acid reacts with BrX2\ce{Br2}, the carboxylate anion can act as an internal nucleophile after bromonium ion formation. image Answer: Option (b) — Lactone with Br

Key Points to Remember:

  • Unsaturated carboxylic acids + BrX2\ce{Br2}: lactone formation via intramolecular nucleophilic attack
  • 5-membered and 6-membered lactones are most stable
  • The COOH\ce{-COOH} acts as an intramolecular nucleophile toward the bromonium ion

Practice this question with progress tracking

Want timed practice with adaptive difficulty? Solve this question (and hundreds more from Hydrocarbons) inside The Crucible, our adaptive practice platform.

Major product 'P' formed in the following reaction is: (JEE Main 2023) | Canvas Classes