After ozonolysis and treatment of the unstable ozonide with CH₃SCH₃, compound A was converted to the compound below.What is the structure of compound A?

Question

Quizplus · Accepted Answer

The ozonolysis breaks the C=C double bond, resulting in two carbonyl groups (I and IV). The structure of the unstable ozonide formed is not given, but it is known that it can be converted to a pair of aldehydes or ketones upon treatment with CH₃SCH₃. Compound A must have been one of these aldehydes or ketones. Only choice A has a ketone (II) and an aldehyde (III) that are derived from the same parent compound.

After Ozonolysis and Treatment of the Unstable Ozonide with CH3SCH3

After Ozonolysis and Treatment of the Unstable Ozonide with CH₃SCH₃