JEE Main Chemistry question

What reagent would be needed to bring about each step of the following synthesis (naphthalene-type substrate converted via an intermediate diol/diketone to an indanone-type product)?

(A)Hg²⁺, H₂SO₄, OH⁻
(B)KMnO₄/H₂SO₄, OH⁻
(C)H₂Cr₂O₇, dry HCl
(D)O₃, Zn, H₂O, OH⁻Correct

Answer: (D)

Solution

This multi-step synthesis (converting a fused bicyclic aromatic alkene-type intermediate to a cyclic ketone via chain-shortening oxidative cleavage followed by ring reclosure) is best achieved by ozonolysis (O₃, then

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Question ID VK-149367