Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
Identify the appropriate reagent(s) for the following transformation:
Options
- AH₂NCH₂CH₃ , CH₃CO₂H , removal of water
- BH₂NCH₃ , H₂O , removal of water
- CH₂NCH₂CH₂CH₃ , CH₃CO₂H , removal of water
- DH₂N-Ph , removal of water
Correct answer
A. H₂NCH₂CH₃ , CH₃CO₂H , removal of water
Step-by-step solution
The given transformation involves the conversion of a ketone (cyclopentanone) into an imine (a Schiff base). The formation of an imine from a ketone requires a primary amine. The general reaction is: R₂C=O + R'-NH₂ H^+ R₂C=N-R' + H₂O By observing the structure of the product, the nitrogen atom is attached to an ethyl group ( - CH₂CH₃ ). Therefore, the primary amine required for this reaction is ethylamine ( H₂NCH₂CH₃ ). This condensation reaction is typically catalyzed by a mild acid, such as acetic acid ( CH₃CO₂H