Which among the following pairs of the structures will give different products on ozonolysis? (Consider the double bonds in the structures are rigid and not delocalized.)
(A)(see structure)
(B)(see structure)
(C)(see structure)✓ Correct
(D)(see structure)
Answer: (C)
Solution
Ozonolysis cleaves carbon-carbon double bonds to form carbonyl compounds. The products depend on the substitution pattern around the double bond. In option (C), the two structures shown have different substitution patterns around their double bonds, leading to different ozonolysis products. The first structure yields different carbonyl fragments than the second structure upon ozonolysis, while the pairs in the other options give the same products.
JEE Main · 2022 · 29 Jul 2022 · Shift 1 · Single correct option