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Fundamentals of Organic ChemistryChemistryAldehydes and Ketones

Identify the most suitable reagents for the following transformation:

Options

  1. AH ₂ NEt and NaOH
  2. BH ₂ NEt and NaOCH ₃
  3. CH ₂ NEt and CH ₃ CO ₂ H
  4. DH ₂ NEt and HCl

Correct answer

C. H ₂ NEt and CH ₃ CO ₂ H

Step-by-step solution

The given transformation is the conversion of a ketone (cyclopentanone) into an imine ( N -ethylcyclopentanimine). This reaction involves the nucleophilic addition of a primary amine, ethylamine ( H₂NEt ), to the carbonyl group, followed by the elimination of a water molecule. The formation of an imine is an acid-catalyzed process. The acid serves two purposes: 1. It protonates the carbonyl oxygen, increasing the electrophilicity of the carbonyl carbon. 2. It protonates the hydroxyl group in the carbinolamine inter

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