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COMEDK2024ChemistryAldehydes and KetonesActual

Which of the following compounds undergo Aldol condensation followed by dehydration to give 3-phenylprop-2-en-1-al?

Options

  1. ABenzaldehyde and Acetone
  2. BTwo molecules of Benzaldehyde
  3. CBenzaldehyde and Ethanal
  4. DBenzaldehyde and Acetophenone

Correct answer

C. Benzaldehyde and Ethanal

Step-by-step solution

The target product is 3-phenylprop-2-en-1-al, which is cinnamaldehyde. Its structure is C₆H₅-CH=CH-CHO . The structure contains a phenyl group attached to a three-carbon chain with an aldehyde functional group at the end. This indicates that the condensation occurs between an aromatic aldehyde (benzaldehyde) and an aliphatic aldehyde (ethanal). The reaction is a Claisen-Schmidt condensation, a type of crossed aldol condensation. Benzaldehyde ( C₆H₅CHO ) acts as the electrophile because it lacks -hydrogens, and etha

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