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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Question

Show the mechanism steps to obtain the lowerenergy intermediate: *see image

Answer 1

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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 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 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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

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Show the mechanism steps to obtain the lowerenergy intermediate: *see image

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Answer 2

Question

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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 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 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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

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Answer 3

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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 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 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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

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Answer 4

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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 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 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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

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Answer 5

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Answer 6

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Answer 7

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 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 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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 8

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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 9

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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 10

(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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 11

(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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 12

(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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 13

(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 C-H bond, formation of the carbonyl groups, and reduction of Chromium (VI) to Chromium (IV).

Answer 14

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Ch. 10.1 - Write IUPAC names for these alcohols and include...Ch. 10.1 - Classify each alcohol as primary, secondary, or...Ch. 10.1 - Write IUPAC names for these unsaturated alcohols.Ch. 10.2 - Arrange these compounds in order of increasing...Ch. 10.2 - Prob. 10.5P Ch. 10.4 - Predict the position of equilibrium for this...Ch. 10.5 - Show how to convert (R)-2-pentanol to...Ch. 10.6 - Draw structural formulas for the alkenes formed by...Ch. 10.6 - Propose a mechanism to account for this...Ch. 10.7 - Propose a mechanism to account for the following...

Solution Summary: The author explains that the reaction of 1-Hexanol with chromic acid gives an aldehyde or a carboxylic acid, depending on experimental conditions.

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