Question:
In a set of reactions, ethylbenzene yielded a product D. The reaction sequence is:
Ethylbenzene → [KOH] → KMnO₄ → B → [Br₂/FeCl₃] → C → [C₂H₅OH, H⁺] → D
The correct structure of product D is:
In a set of reactions, ethylbenzene yielded a product D. The reaction sequence is:
Ethylbenzene → [KOH] → KMnO₄ → B → [Br₂/FeCl₃] → C → [C₂H₅OH, H⁺] → D
The correct structure of product D is:
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Strong oxidants convert alkyl side chains on benzene to -COOH, which is meta-directing.
Updated On: Mar 23, 2026
- Benzyl bromide ethyl ester
- Dibromobenzyl ethyl ester
- Ethoxy benzoic acid
- Ethyl m-bromobenzoate
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The Correct Option is D
Solution and Explanation
Step 1: Ethylbenzene on oxidation with alkaline KMnO₄ gives benzoic acid (-COOH).
Step 2: Benzoic acid undergoes electrophilic bromination. The -COOH group is meta-directing, so bromination occurs at meta position.
Step 3: Treatment with ethanol in acidic medium gives esterification.
Step 4: Final product is ethyl meta-bromobenzoate.
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