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JEE Main · 2025 · 29 Jan 2025 · Shift 1 · Aldehydes Ketones and Carboxylic Acids

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The product (P) formed in the following reaction is:
  1. (A)(see structure)
  2. (B)(see structure)
  3. (C)(see structure)
    ✓ Correct
  4. (D)(see structure)

Answer: (C)

Solution

Zn–Hg amalgam with concentrated HCl carries out the Clemmensen reduction, which fully reduces an aldehyde or ketone carbonyl to a methylene/methyl group but leaves ester groups completely untouched. In the substrate, the ring carries two ethyl ester substituents and one aromatic aldehyde (–CHO); Clemmensen conditions convert only the –CHO group to –CH3, while both esters survive unchanged. The product P is the diethyl ester bearing a methyl group in place of the original aldehyde.

JEE Main · 2025 · 29 Jan 2025 · Shift 1 · Single correct option

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