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JEE Main2026Jan 22, Shift 2Chemistry
Q.

The compound A, reacts with acetophenone to form a single product via cross-Aldol condensation. The compound A on reaction with conc. NaOH forms a substituted benzyl alcohol as :

  1. A

    2-hydroxy acetophenone

  2. B

    4-methoxy benzaldehyde

  3. C

    4-hydroxy benzylaldehyde

  4. D

    4-methyl benzoic acid

Solution

For a clean cross-aldol with acetophenone to give a single product, A must be a non-enolisable aldehyde (no -hydrogen).

Among the choices with formula , 4-methoxybenzaldehyde (anisaldehyde) fits - it lacks -hydrogens.

With conc. NaOH, 4-methoxybenzaldehyde undergoes the Cannizzaro reaction (because it has no -H) to give a substituted benzyl alcohol (4-methoxybenzyl alcohol) and the corresponding benzoate, confirming the choice.

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