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JEE Advanced2026ChemistryHydrocarbonsActual

The List-II contains products obtained from the reaction of compounds in List-I with O ₃ /Zn- H ₂ O followed by cyclization (via more stable enolate) in the presence of aqueous NaOH. Match each entry in List-I with appropriate entry in List-II and choose the correct option. List-I List-II (P) (1) (Q) (2) (R) (3) (S) (4) (5)

Options

  1. AP 2; Q 4; R 1; S 3
  2. BP 3; Q 4; R 5; S 2
  3. CP 2; Q 1; R 5; S 3
  4. DP 3; Q 5; R 4; S 2

Correct answer

C. P 2; Q 1; R 5; S 3

Step-by-step solution

The given reaction sequence involves ozonolysis of the bicyclic alkenes followed by an intramolecular aldol condensation. For compound (P), the structure is a 6,6-fused system (an octalin derivative) with methyl groups on opposite sides of the double bond. Ozonolysis cleaves the central double bond to form a 10-membered ring 1,6-diketone with methyl groups at the -positions (C2 and C7). The base-catalyzed aldol condensation proceeds via the more stable trisubstituted enolate at C2, which attacks the C6 carbonyl gro

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