Which of the following is (are) formed by ozonolysis of compound A?

Question

Quizplus · Accepted Answer

Ozonolysis of compound A involves the breaking of the carbon-carbon double bond, followed by reaction with ozone to form ozonide (an unstable intermediate) which upon acidic work-up undergoes cleavage to give the products.

Product I is formed by the oxidative cleavage of a ketone group, while product II is formed by oxidative cleavage of a carbon-carbon double bond. Therefore, both I and II are formed by ozonolysis of compound A. Product III, which appears to be a cyclic compound, cannot be formed by ozonolysis of an acyclic compound like A.

Which of the Following Is (Are) Formed by Ozonolysis of Compound