Question:

The major product ‘P’ formed in the given reaction is

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Alkaline KMnO4 is a powerful oxidizing agent that converts alkyl side chains on aromatic rings to carboxylic acid groups. Remember that the reaction conditions (alkaline and heat) are crucial for this transformation

Updated On: Jan 16, 2025
  • Option 1
  • Option 2
  • Option 3
  • Option 4
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The Correct Option is D

Solution and Explanation

Reaction Description: 

The reaction involves the oxidation of an alkyl-substituted naphthalene derivative using alkaline potassium permanganate (alk. KMnO4) followed by acidic workup (H3O+).

Key Points:

  • Alkaline KMnO4 is a strong oxidizing agent capable of cleaving carbon-carbon bonds in alkyl side chains attached to aromatic rings.
  • The alkyl side chains are oxidized to carboxylic acid groups (-COOH).

Step-by-Step Reaction:

Step 1: Oxidation of Side Chains

  • The ethyl groups (-CH2CH3) on the naphthalene ring are oxidized to carboxylic acid groups (-COOH).
  • The methyl ester group (-COOCH3) is hydrolyzed under alkaline conditions to form a carboxylic acid group (-COOH).

Step 2: Formation of the Final Product

The final product contains three carboxylic acid groups attached to the naphthalene ring at the 1, 2, and 4 positions, forming naphthalene-1,2,4-tricarboxylic acid.

Conclusion:

The major product (P) is naphthalene-1,2,4-tricarboxylic acid, which corresponds to option (1).

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