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Q.61 The major product 'P' formed in the given reaction is Given compound: a naphthalene derivative bearing an ethyl group (CH2CH3) on one ring, a side chain ester group (–CH2–CH2–COOCH3) on the other side, and an exocyclic CH=CH2 substituent. Reagents: (i) alk.KMnO4, Δ (ii) H3O+

  1. A naphthalene derivative with CH2COOH at the ethyl side-chain position, COOH at the side-chain ester position, and COOH at the exocyclic side-chain position
  2. A naphthalene derivative with COOH groups at three positions: one on the upper left ring carbon, one on the lower left ring carbon, and one on the right side-chain position
  3. A naphthalene derivative with CH2COOH at the ethyl side-chain position, COOH at the side-chain ester position, and a diol-like fragment shown on the lower ring
  4. A naphthalene derivative with COOH groups at the upper left ring carbon and lower left ring carbon, and CH2CH2COOH on the right side-chain position

Correct answer: A naphthalene derivative with COOH groups at three positions: one on the upper left ring carbon, one on the lower left ring carbon, and one on the right side-chain position

Solution

The correct option describes the major product formed after oxidation of the naphthalene derivative, where the alkali permanganate oxidizes the ethyl group and the ester to carboxylic acids, resulting in COOH groups at three distinct positions on the naphthalene structure.

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