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Question: Answered & Verified by Expert
Which reaction, intermediate is formed during the condensation reaction between acetaldehyde and formaldehyde ?
ChemistryAldehydes and KetonesMHT CETMHT CET 2008
Options:
  • A $: \overline{\mathrm{CH}}_{2} \mathrm{CHO}$
  • B $\mathrm{C}_{2}^{+} \mathrm{CHO}$
  • C $\stackrel{+}{\mathrm{CH}_{2} \mathrm{OH}}$
  • D $: \overline{\mathrm{C}} \mathrm{HCHO}$
Solution:
2638 Upvotes Verified Answer
The correct answer is: $: \overline{\mathrm{CH}}_{2} \mathrm{CHO}$
The $\alpha$ -hydrogen atoms of acetaldehyde due to $-E$ effect of $>\mathrm{C}=\mathrm{O}$ group is slightly acidic
in nature. In crossed aldol condensation between formaldehyde and acetaldehdye in the first step $\mathrm{OH}^{-}$ ion (from the base added) abstracts one of these acidic $\alpha$ -hydrogens to form carbanion or enolate ion which is stabilised by resonance.

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