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JEE Main · 2019 · 10 Jan 2019 · Shift 1 · Aldehydes Ketones and Carboxylic Acids

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The major product 'X' 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

Sodium borohydride is a gentle hydride donor: it reduces aldehydes and ketones to alcohols but leaves esters alone, and it does not touch an isolated carbon-carbon double bond. In the given molecule only the ketone is reduced, becoming a secondary alcohol, while the ester group and the ring double bond survive. The product is therefore the one in which the former ketone has become an and everything else is intact.

JEE Main · 2019 · 10 Jan 2019 · Shift 1 · Single correct option

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