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The compound A, $$C_{8}H_{8}O_{2}$$ reacts with acetophenone to form a single product via cross-Aldol condensation. The compound A on reaction with cone. NaOH forms a substituted benzyl alcohol as one of the two products. The compound A is :
We need to identify compound A ($$C_8H_8O_2$$) that undergoes cross-Aldol condensation with acetophenone and gives a substituted benzyl alcohol with conc. NaOH.
Clue 1: Cross-Aldol condensation with acetophenone ($$C_6H_5COCH_3$$) gives a single product. This means A must be an aldehyde without alpha-hydrogens (so it acts only as the electrophilic component, avoiding multiple products).
Clue 2: A with conc. NaOH gives a substituted benzyl alcohol. This is the Cannizzaro reaction, which occurs only with aldehydes lacking alpha-hydrogens. In this reaction, one molecule is oxidised to carboxylic acid and another is reduced to alcohol (benzyl alcohol).
Clue 3: Molecular formula $$C_8H_8O_2$$.
Checking Option 4: 4-Methoxybenzaldehyde ($$p\text{-}CH_3OC_6H_4CHO$$)
Formula: $$C_8H_8O_2$$ âś“ (CH$$_3$$O = OCH$$_3$$ on benzene ring + CHO)
It is an aldehyde with no alpha-hydrogen âś“
It can undergo cross-Aldol with acetophenone âś“
It undergoes Cannizzaro reaction with NaOH to give 4-methoxybenzyl alcohol âś“
The correct answer is Option 4: 4-methoxy benzaldehyde.
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