A mechanism for the formation of the product has to be provided. Concept Introduction : Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne ), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR 2 , etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO 2 , -CN, -COR, etc). To find: Provide a mechanism for the formation of the product Derive the intermediate benzyne by heating

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Answer 1

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Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

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Answer 2

Question

Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

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See solution

Answer 3

Question

Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

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Answer 4

Question

Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

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Answer 5

Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

Answer 6

Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

Answer 7

Chapter 22, Problem 86IP

Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR₂, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO₂, -CN, -COR, etc).

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 22.2 - Prob. 1LTS Ch. 22.2 - Prob. 1PTS Ch. 22.2 - Prob. 2PTS Ch. 22.3 - Prob. 4CC Ch. 22.3 - Prob. 5CC Ch. 22.3 - Prob. 6CC Ch. 22.3 - Prob. 7CC Ch. 22.3 - Prob. 8CC Ch. 22.3 - Prob. 9CC Ch. 22.4 - Prob. 10CC

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Chapter 22 Solutions