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Fundamentals of Organic ChemistryChemistryAldehydes and Ketones

Which of the following reactions leads to the formation of a product containing a carbon-carbon double bond (assuming the carbonyl compounds possess at least one -hydrogen)?

Options

  1. A2^ amine + R ₂ CO
  2. BBoth 2^ amine + R ₂ CO and 2^ amine + RCHO
  3. C1^ amine + RCHO
  4. D2^ amine + RCHO

Correct answer

B. Both 2^ amine + R ₂ CO and 2^ amine + RCHO

Step-by-step solution

The reaction of a primary amine with an aldehyde or ketone yields an imine, which contains a carbon-nitrogen double bond ( C=N ). The reaction of a secondary amine with an aldehyde or ketone possessing at least one -hydrogen yields an enamine. The mechanism involves the initial formation of a carbinolamine, which undergoes dehydration. Since there is no proton on the nitrogen atom to be lost, a proton is removed from the -carbon, resulting in the formation of a carbon-carbon double bond ( C=C ). Therefore, both 2^

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