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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3co261

Which statements are correct for the aldehyde shown?

  1. AIt gives a silver mirror with Tollens' reagent
  2. BIt gives a red-brown precipitate with Fehling's solution
  3. CIt can undergo self aldol addition in dilute NaOH
  4. DIn concentrated NaOH its main reaction is the Cannizzaro reaction

Answer: A, B, C

The drawn compound is phenylacetaldehyde, an aliphatic aldehyde with alpha-hydrogens. It reduces both Tollens' and Fehling's reagents and can form an enolate for aldol addition. Cannizzaro is characteristic of aldehydes with no alpha-hydrogen, so it is not the main reaction here.
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