Synthetic intermediates A and B have to be drawn. Concept Introduction: Conversion of alcohol into haloalkane: Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine. The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product. Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

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Answer 1

Question

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

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Answer 2

Question

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

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Answer 3

Question

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

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Answer 4

Question

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

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Answer 5

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

Answer 6

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

Answer 7

Chapter 10, Problem 10.59P

Interpretation Introduction

Interpretation:

Synthetic intermediates A and B have to be drawn.

Concept Introduction:

Conversion of alcohol into haloalkane:

Conversion of primary and secondary alcohols to Chloroalkane is thionyl chloride. The reaction is carried out in the presence of base such as pyridine or trimethylamine.

The reaction of an alcohol with thionyl chloride is the formation of an alkyl Chlorosulfite that converts hydroxide ion (poor leaving group) into Chlorosulfite (good leaving group). Nucleophilic displacement of this leaving group gives product.

Leaving group: Leaving group can be any groups or atoms that get detached from either neutral or charged organic compounds. The stability of the leaving group is to stabilize the electron density that results from heterolysis cleavage of bond.

Answer 8

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Answer 9

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Answer 10

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Answer 11

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 how thionyl chloride converts alcohol into haloalkane by forming an alkyl Chlorosulfite.

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