Chapter 11.3, Problem 11.5P

(a)

Interpretation Introduction

To determine: The product of the given starting material with excess chromic acid.

Interpretation: The product of the given starting material with excess chromic acid is to be predicted.

Concept introduction: Chromic acid $\left({\text{H}}_2{\text{CrO}}_{\text{4}}\right)$ obtained from ${\text{Na}}_{\text{2}}{\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}/{\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$, is used for the conversion of primary alcohol into carboxylic acid, and secondary alcohol into ketone.

(b)

Interpretation Introduction

To determine: The product of the given starting material with excess $\text{PCC}$.

Interpretation: The product of the given starting material with excess $\text{PCC}$ is to be predicted.

Concept introduction: $\text{PCC}$ is used for the conversion of primary alcohol into aldehyde, and secondary alcohol into ketone.

(c)

Interpretation Introduction

To determine: The product of the given starting material with excess $\text{NaOCl}/{\text{CH}}_{\text{3}}\text{COOH}$.

Interpretation: The product of the given starting material with excess $\text{NaOCl}/{\text{CH}}_{\text{3}}\text{COOH}$ is to be predicted.

Concept introduction: Sodium hypochlorite and acetic acid $\left(\text{NaOCl}/{\text{CH}}_{\text{3}}\text{COOH}\right)$ is used for the conversion of primary alcohol into carboxylic acid, and secondary alcohol into ketone.

(d)

Interpretation Introduction

To determine: The product of the given starting material with excess $\text{DMSO,}{\text{COCl}}_{\text{2}}$.

Interpretation: The product of the given starting material with excess $\text{DMSO,}{\text{COCl}}_{\text{2}}$ is to be predicted.

Concept introduction: $\text{DMSO,}{\text{COCl}}_{\text{2}}$ is used for the conversion of primary alcohol into aldehyde, and secondary alcohol into ketone.

(e)

Interpretation Introduction

To determine: The product of the given starting material with excess $\text{DMP}$.

Interpretation: The product of the given starting material with excess $\text{DMP}$ is to be predicted.

Concept introduction: $\text{DMP}$ is used for the conversion of primary alcohol into aldehyde, and secondary alcohol into ketone.