Chapter 17, Problem 17.37AP

Interpretation Introduction

(a)

Interpretation:

The structure corresponding to the statement “an optically active compound that is oxidized by ${\text{MnO}}_{\text{2}}$ to an optically inactive compound” is to be stated.

Concept introduction:

${\text{MnO}}_{\text{2}}$ is a selective oxidizing agent. It oxidizes allylic and benzylic hydrogens. Primary allylic alcohols are oxidized into aldehydes whereas secondary allylic alcohols are oxidized into ketones on treatment with ${\text{MnO}}_{\text{2}}$.

Interpretation Introduction

(b)

Interpretation:

The structure corresponding to the statement “an optically active compound that is oxidized by ${\text{MnO}}_{\text{2}}$ to an optically active compound” is to be stated.

Concept introduction:

${\text{MnO}}_{\text{2}}$ is a selective oxidizing agent. It oxidizes allylic and benzylic hydrogens. Primary allylic alcohols are oxidized into aldehydes whereas secondary allylic alcohols are oxidized into ketones on treatment with ${\text{MnO}}_{\text{2}}$.

Interpretation Introduction

(c)

Interpretation:

The structure corresponding to the statement “an optically inactive compound that is oxidized by ${\text{MnO}}_{\text{2}}$ to an optically inactive compound” is to be stated.

Concept introduction:

${\text{MnO}}_{\text{2}}$ is a selective oxidizing agent. It oxidizes allylic and benzylic hydrogens. Primary allylic alcohols are oxidized into aldehydes whereas secondary allylic alcohols are oxidized into ketones on treatment with ${\text{MnO}}_{\text{2}}$.

Interpretation Introduction

(d)

Interpretation:

The structure corresponding to the statement “an optically inactive compound that is oxidized by ${\text{MnO}}_{\text{2}}$ to an optically inactive compound” is to be stated.

Concept introduction:

${\text{MnO}}_{\text{2}}$ is a selective oxidizing agent. It oxidizes allylic and benzylic hydrogens. Primary allylic alcohols are oxidized into aldehydes whereas secondary allylic alcohols are oxidized into ketones on treatment with ${\text{MnO}}_{\text{2}}$.