A mechanism should be proposed for the given transformation. Concept introduction: Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds . Diels-Alder reaction is a [ 4+2 ] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene . Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction. The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form. To propose: a mechanism for the given transformation. #assumes the Retro-Diels Alder reaction is involved in the given transformation.

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Answer 1

Question

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

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Answer 2

Question

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

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Answer 3

Question

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

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Answer 4

Question

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

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Answer 5

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

Answer 6

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

Answer 7

Chapter 17, Problem 67IP

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

Cycloaddition reaction is a concerted addition reaction of two reactants to form a ring; in which two π-bonds are converted to two σ-bonds.

Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.

Retro-Diels Alder reaction of a Diels-Alder product is an inverse process of Diels-Alder reaction. It will give the diene and dienophile used for the Diels-Alder reaction.

The mechanism of the Retro-Diels Alder reaction for the Diels-Alder product is drawn by using three arrows representing the shifting of one-π-bond and conversion of two σ-bonds to two π-bonds in the Diels-Alder product in a clockwise or counter clockwise fashion, so that the diene and dienophile will form.

To propose: a mechanism for the given transformation.

#assumes the Retro-Diels Alder reaction is involved in the given transformation.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 17.1 - Prob. 1CC Ch. 17.2 - Prob. 2CC Ch. 17.2 - Prob. 3CC Ch. 17.2 - Prob. 4CC Ch. 17.2 - Prob. 5CC Ch. 17.3 - Prob. 6CC Ch. 17.4 - Prob. 1LTS Ch. 17.4 - Prob. 7PTS Ch. 17.4 - Prob. 8ATS Ch. 17.4 - Prob. 9ATS

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Chapter 17 Solutions