(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.

Question

Want to see the full answer?

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Explain why compound A will not undergo a ring-opening reaction under thermal conditions, but compound B will.

Give the structure(s) of the product(s) of each reaction. Indicate any relative stereochemistry, assuming that each of the Diels-Alder reactions will proceed with endo selectivity. If more than one product is formed, please indicate which one will be the major product or if they will be formed in equal amounts. If no reaction is expected to occur under the indicated conditions, then write "no reaction" or NR, and explain why you would expect nothing to occur. In all cases, equimolar amounts of both components/reagents are present unless indicated otherwise.

Imagine that you used isoprene as diene – in that case you don’t have to worry about assigning endo vs exo. Draw the "endo" and "exo" products of the Diels-Alder reaction between isoprene and maleic anhydride, and explain why the distinction is irrelevant here.

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Want to see the full answer?

Check out a sample textbook solution

See solution

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

Want to see the full answer?

Chapter 28 Solutions