(a) Interpretation: The product formed when A is treated with mCPBA is to be predicted. Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide . This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O − O bond of peroxide are broken and two new C − O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid .

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Answer 1

Question

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

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Answer 2

Question

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

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Answer 3

Question

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

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Answer 4

Question

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

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Answer 5

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

Answer 6

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Answer 7

Chapter 12, Problem 12.43P

Interpretation Introduction

(a)

Interpretation: The product formed when A is treated with mCPBA is to be predicted.

Concept introduction: In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoic acid.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product formed when A is treated with Br2,H2O followed by base is to be predicted.

Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 12 - Prob. 12.1P Ch. 12 - Problem 12.2 What alkane is formed when each...Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Compound Molecular formula before...Ch. 12 - Problem 12.8 Draw the products formed when...Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author explains that the product formed when A is treated with mCPBA is shown in Figure 1. The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate

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