(a) Interpretation: When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated. Concept introduction: cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

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Answer 1

Question

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

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two positions of anthracene sometimes react more like polyenes thanlike aromatic compounds.(a) Draw a Kekulé structure that shows how the reactive positions of anthracene are the ends ofa diene, appropriate for a Diels–Alder reaction.(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic labexperiment. Predict the product of this Diels–Alder reaction.

Which compound(s) is (are) best suited for nucleophilic aromatic substitution reactions?

(a) Draw a Kekulé structure that shows how the reactive positions of anthracene are the ends of a diene, appropriate for a Diels–Alder reaction.(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic lab experiment. Predict the product of this Diels–Alder reaction.

Answer 2

Question

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

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Answer 3

Question

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

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Answer 4

Question

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

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Answer 5

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Answer 6

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Answer 7

Chapter 28, Problem 28.43AP

Interpretation Introduction

(a)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

cycloaddition reaction can be referred as a reaction of two different π-electron systems to form a ring product. Notably, in this reaction two new sigma bonds are formed in product with the disappearance of two fewer π-bonds. In other words, cyclo addition reaction can be best described as the reaction of number of electrons involved. In [4+2] cycloaddition one component is having four electrons and other component is having two electrons.

Answer 8

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Answer 9

Interpretation Introduction

(b)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Answer 10

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Answer 11

Interpretation Introduction

(c)

Interpretation:

When each of the compounds shown in Fig. P28.43 is heated in the presence of maleic anhydride, an inermediate is trapped as Diels-Alder adduct. The intermediate formed in each reaction, and its formation from the starting material are to be stated.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

Answer 12

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Answer 15

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

Solution Summary: The author explains that cycloaddition reaction is a reaction of two different -electron systems to form an ring product. The intermediate formed in each reaction, and its formation from the starting material, are

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