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COMEDK2024Evening ShiftChemistryAldehydes and KetonesActual

What is/are the product/s formed when Benzaldehyde and Ethanal react in presence of dil. NaOH followed by heating the intermediate product formed?

Options

  1. AOnly product is But-2-enal
  2. BOnly product is 2-Phenylprop-2-enal
  3. C2-Methylpent-2-enal & But-2-enal
  4. D3-Phenylprop-2-enal & But-2-enal

Correct answer

D. 3-Phenylprop-2-enal & But-2-enal

Step-by-step solution

The reaction between Benzaldehyde ( C₆H₅CHO ) and Ethanal ( CH₃CHO ) in the presence of dilute NaOH is a crossed aldol condensation. Since Benzaldehyde has no -hydrogen, it acts as the electrophile, while Ethanal acts as the nucleophile. The initial aldol addition product is C₆H₅CH(OH)CH₂CHO (3-hydroxy-3-phenylpropanal). Upon heating, this undergoes dehydration to form 3-phenylprop-2-enal (cinnamaldehyde). Additionally, Ethanal can undergo self-aldol condensation in the presence of dilute NaOH to form CH₃CH(OH)CH₂C

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