Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
Identify the reagent R in the following reaction:
Options
- AHCHO
- BHCOOC ₂ H ₅
- CCH ₃ CHO
- D( COOC ₂ H ₅ )₂
Correct answer
B. HCOOC ₂ H ₅
Step-by-step solution
The given reaction involves the introduction of a formyl group ( -CHO ) at the -position of cyclohexanone. This is a crossed Claisen condensation reaction. First, the base sodium ethoxide ( C ₂ H ₅ ONa ) abstracts an -hydrogen from cyclohexanone to generate a nucleophilic enolate ion. To introduce a formyl group, this enolate must react with a formate ester. When the enolate attacks ethyl formate ( HCOOC ₂ H ₅ ), it undergoes nucleophilic acyl substitution. The ethoxide ion acts as a leaving group, resulting in the