The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction. Concept introduction: It is an electrophilic addition reaction of the peroxy group to an alkene . MCPBA contains the ‘peroxy’ ( -COOOH ) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

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Answer 1

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Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

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Answer 2

Question

Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

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Answer 3

Question

Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

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Answer 4

Question

Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

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Answer 5

Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

Answer 6

Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

Answer 7

Chapter 12, Problem 12.17P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 12 - Prob. 12.1P Ch. 12 - Prob. 12.2P Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Prob. 12.7P Ch. 12 - Prob. 12.8P Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author explains the electrophilic addition reaction of the peroxy group to an alkene. Rearrangements and rotations about the carbon-carbon double bond are not permitted.

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Chapter 12 Solutions