Chapter 12, Problem 12.21P

Interpretation Introduction

(a)

Interpretation: The product formed when given diene is treated with ${\text{O}}_{\text{3}}$ followed by ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$ is to be drawn.

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. Depending upon alkyl substituents, aldehyde or ketone is formed. 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 product formed when given diene is treated with ${\text{O}}_{\text{3}}$ followed by ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$ is to be drawn.

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. Depending upon alkyl substituents aldehyde or ketone is formed. 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

(c)

Interpretation: The product formed when given diene is treated with ${\text{O}}_{\text{3}}$ followed by ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$ is to be drawn.

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. Depending upon alkyl substituents aldehyde or ketone is formed. 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 ${\text{CH}}_{\text{3}}{\text{SCH}}_{\text{3}}$.