Chapter 12, Problem 12.51P

Interpretation Introduction

(a)

Interpretation: The starting material in the given reaction is to be predicted.

Concept introduction: In presence of ozone and ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$, oxidative cleavage occurs. In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. Aldehydes or ketones are formed depending upon substituents. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide. This ozonide is reduced to form two carbonyl compounds in presence of ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$.

Interpretation Introduction

(b)

Interpretation: The starting material in given reaction is to be predicted.

Concept introduction: In presence of ozone and ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$, oxidative cleavage occurs. In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. Aldehydes or ketones are formed depending upon substituents. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide. This ozonide is reduced to form two carbonyl compounds in presence of ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$.