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JEE Main levelSingle correct optionDifficulty 2 of 3co083

In the benzoin condensation catalysed by cyanide, the key role of is

  1. Ato add to the carbonyl carbon and give a carbanion stabilised by and phenyl, which attacks a second benzaldehyde
  2. Bto remove an alpha-hydrogen of benzaldehyde and form an enolate
  3. Cto donate a hydride ion to a second benzaldehyde, as in Cannizzaro reaction
  4. Dto protonate the carbonyl oxygen, making it more electrophilic

Answer: A

Benzaldehyde has no alpha-hydrogen. Cyanide adds to the C=O and the resulting cyanohydrin anion transfers its C-H proton, giving a carbanion stabilised by and phenyl. This carbanion (polarity reversal) acts as nucleophile toward another benzaldehyde, and loss of gives benzoin.
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