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JEE Main Chemistry question

ChemistryAldehydes, Ketones and Carboxylic AcidsJEE Main

In the scheme shown (a bicyclic alkene subjected to (i) O₃ (ii) Zn, H₂O to give a dicarbonyl compound "Y", followed by (i) NaOH(aq) (ii) heat), the total number of intramolecular aldol condensation products that can form from Y is

Answer: (D)

Solution

Ozonolytic cleavage of the ring double bond opens the bicyclic alkene to a long-chain dialdehyde, Y, possessing two different types of α-carbons flanking each carbonyl. Under base, either carbonyl can act as the electrophilic acceptor while an α-carbon on either side of either carbonyl supplies the nucleophilic

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Question ID VK-149132