(a) Interpretation: The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated. Concept introduction: The isomer of benzene having bicyclic ring with the molecular formula of C 6 H 6 is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

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Answer 1

Question

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

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1. Refer to the compounds below to answer the following questions: CO₂Et 0 C. H O O₂N-CH2-C-CH3 0 OEt || 111 A. Indicate all the acidic hydrogens in Compounds I through IV. IV B. Indicate which hydrogens in Compound II are the most acidic. Explain your answer C. Choose the most acidic compound from Compounds I - IV. Explain your choice.

Show how you would accomplish the following transformations. More than one step may be required. ow all reagents and all intermediate structures [one ONLY] A. H Br H CH3 NHz CH3 CH3 B. CH3CH2C-Br CH3CH2C-CN CH3 CH3.

Show how you would accomplish the following transformations. More than one step may be required. now all reagents and all intermediate structures [one ONLY] A. H Br H CH3 NHz CH3 CH3 B. CH3CH2C-Br CH3 CH3CH2C-CN CH3

Answer 2

Question

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

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Answer 3

Question

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

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Answer 4

Question

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

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Answer 5

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

Answer 6

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Answer 7

Chapter 28, Problem 28.54AP

Interpretation Introduction

(a)

Interpretation:

The type of pericyclic reaction required to form benzene from Dewar benzene is to be stated.

Concept introduction:

The isomer of benzene having bicyclic ring with the molecular formula of C₆H₆ is termed as Dewar benzene or bicyclo [2, 2, 0] hexa-2, 5-diene. This structure is included in the list of possible structure of benzene and named after James Dewar. However, this bicyclic ring structure is not accepted as the true structure of benzene and Dewar supported the Kekule structure of benzene.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Dewar benzene, although a very unstable molecule, is not readily transformed to benzene is to be explained.

Concept introduction:

Pericyclic reactions deal with electrons shift in a concerted manner. Moreover, in these reactions the breaking of reactant bonds and the formation of product bonds are formed at the same time. Notably, the pericyclic reactions are classified as electrocyclic, cycloaddition and sigmatropic reactions based on the activation of reaction, the number of electrons involved and the stereochemistry outcome of the reactions.

Answer 10

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Answer 12

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Answer 13

Ch. 28 - Prob. 28.1P Ch. 28 - Prob. 28.2P Ch. 28 - Prob. 28.3P Ch. 28 - Prob. 28.4P Ch. 28 - Prob. 28.5P Ch. 28 - Prob. 28.6P Ch. 28 - Prob. 28.7P Ch. 28 - Prob. 28.8P Ch. 28 - Prob. 28.9P Ch. 28 - Prob. 28.10P

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