Chapter 12, Problem 12.16P

Interpretation Introduction

(a)

Interpretation: The stereoisomers formed when the given alkene is treated with $\text{mCPBA}$ are to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak $\text{O}-\text{O}$ bond of peroxide are broken and two new $\text{C}-\text{O}$ bonds are formed. Breaking of bonds and formation of bonds takes place in single step. $\text{mCPBA}$ is called $\text{meta-chloroperoxybenzoic}\text{acid}$. Epoxidation is a syn addition. It is a stereospecific reaction.

Interpretation Introduction

(b)

Interpretation: The stereoisomers formed when the given alkene is treated with $\text{mCPBA}$ are to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak $\text{O}-\text{O}$ bond of peroxide are broken and two new $\text{C}-\text{O}$ bonds are formed. Breaking of bonds and formation of bonds takes place in single step. $\text{mCPBA}$ is called $\text{meta-chloroperoxybenzoic}\text{acid}$. Epoxidation is a syn addition. It is a stereospecific reaction.

Interpretation Introduction

(c)

Interpretation: The stereoisomers formed when the given alkene is treated with $\text{mCPBA}$ are to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak $\text{O}-\text{O}$ bond of peroxide are broken and two new $\text{C}-\text{O}$ bonds are formed. Breaking of bonds and formation of bonds takes place in single step. $\text{mCPBA}$ is called $\text{meta-chloroperoxybenzoic}\text{acid}$. Epoxidation is a syn addition. It is a stereospecific reaction.