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NEET levelSingle correct optionDifficulty 1 of 3co221

The compound shown is warmed with concentrated aqueous NaOH. Which statement is correct?

  1. AIt undergoes aldol addition to a beta-hydroxy aldehyde
  2. BIt undergoes the Cannizzaro reaction, giving a primary alcohol and a carboxylate salt in equal amounts
  3. CIt gives only the carboxylate salt, because alcohol formation needs LiAlH4
  4. DIt does not react because it is an aromatic aldehyde

Answer: B

The drawn compound is benzaldehyde. It has no alpha-hydrogen, so it cannot form an enolate for aldol reaction. With concentrated NaOH one molecule is oxidised to sodium benzoate and another is reduced to benzyl alcohol (Cannizzaro), in 1:1 ratio.
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