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COMEDK2024ChemistryHydrocarbonsActual

Predict the final major product 'S' of the following reaction

Options

  1. ACyclohexane-1, 2-diol
  2. BCyclohexene
  3. CCyclohexane-1, 2-dione
  4. 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

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