COMEDK2024ChemistryHydrocarbonsActual
Predict the final major product 'S' of the following reaction
Options
- ACyclohexane-1, 2-diol
- BCyclohexene
- CCyclohexane-1, 2-dione
- DCyclohexanone
Correct answer
C. Cyclohexane-1, 2-dione
Step-by-step solution
The starting material is benzylidenecyclohexane. Ozonolysis of this alkene with O ₃ followed by Zn/H ₂ O (reductive workup) cleaves the double bond to yield benzaldehyde and cyclohexanone. Thus, P and Q are benzaldehyde ( C ₆ H ₅ CHO ) and cyclohexanone ( C ₆ H ₁₀ O ). The reaction of P and Q with dilute NaOH in aqueous ethanol involves an aldol condensation. Benzaldehyde lacks -hydrogens, while cyclohexanone possesses -hydrogens. Therefore, cyclohexanone acts as the nucleophile (enolate donor) and benzaldehyde act