Chapter 10.8, Problem 10.11P

(a)

Interpretation Introduction

Interpretation:

The product formed in the reaction of 1-Hexanol with chromic acid has to be drawn.

Concept Introduction:

Oxidation of alcohols: Oxidation of primary alcohol gives an aldehyde or a carboxylic acid, depending on experimental conditions.

Chromic acid Oxidation of an Alcohol:

Step 1: Reaction of alcohol and chromic acid gives an alkyl chromate. No change in oxidation state of both Carbon and Chromium.

Step 2: Take a proton away and simultaneously break bonds to give stable molecules or ions. Reaction of the alkyl chromate with a base (here water molecule) results in cleavage of a $\text{C-H}$ bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

(b)

Interpretation Introduction

Interpretation:

The product formed in the reaction of 2-Hexanol with chromic acid has to be drawn.

Concept Introduction:

Oxidation of alcohols: Oxidation of primary alcohol gives an aldehyde or a carboxylic acid, depending on experimental conditions.

Chromic acid Oxidation of an Alcohol:

Step 1: Reaction of alcohol and chromic acid gives an alkyl chromate. No change in oxidation state of both Carbon and Chromium.

Step 2: Take a proton away and simultaneously break bonds to give stable molecules or ions. Reaction of the alkyl chromate with a base (here water molecule) results in cleavage of a $\text{C-H}$ bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

(c)

Interpretation Introduction

Interpretation:

The product formed in the reaction of Cyclohexanol with chromic acid has to be drawn.

Concept Introduction:

Oxidation of alcohols: Oxidation of primary alcohol gives an aldehyde or a carboxylic acid, depending on experimental conditions.

Chromic acid Oxidation of an Alcohol:

Step 1: Reaction of alcohol and chromic acid gives an alkyl chromate. No change in oxidation state of both Carbon and Chromium.

Step 2: Take a proton away and simultaneously break bonds to give stable molecules or ions. Reaction of the alkyl chromate with a base (here water molecule) results in cleavage of a $\text{C-H}$ bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).