JEE Main Chemistry question

Identify the final product of the reaction: a bicyclic alkene --O₃/Zn,H₂O--> A --OH⁻, Δ (intramolecular aldol)--> B.

(A)A bicyclic enone (fused ring ketone with an exocyclic/endocyclic enone double bond)Correct
(B)A saturated bicyclic diketone
(C)A different fused bicyclic enone regiochemistry
(D)An open-chain unsaturated dialdehyde

Answer: (A)

Solution

Ozonolysis of the bicyclic alkene cleaves the ring double bond to give an open-chain dicarbonyl compound A (a keto-aldehyde or dialdehyde depending on substitution); base-catalyzed intramolecular aldol condensation (OH⁻, Δ) then recloses the chain through a new carbon–carbon bond at an enolizable α-carbon, with

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Question ID VK-149338