The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined. Concept Introduction: > Diels-Alder reaction is a concerted cycloaddition of an alkene , called a dienophile, to a (conjugated) diene. > Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene. > The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

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Answer 1

Question

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

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Answer 2

Question

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

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Answer 4

Question

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

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Answer 5

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

Answer 6

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

Answer 7

Chapter 11, Problem 41P

Interpretation Introduction

Interpretation:

The product of a Diels-Alder reaction between 1,3-butadiene and diethyl acetylenedicarboxylate is to be determined.

Concept Introduction:
>
Diels-Alder reaction is a concerted cycloaddition of an alkene, called a dienophile, to a (conjugated) diene.
>
Acetylene reacts in the same way as an alkene in a Diels-Alder reaction. One of its pi-bond pairs forms a bond with the end carbon of a diene.
>
The reaction requires that the diene must adopt an s-cis conformation, i.e., the two double bonds must be on the same side of the single bond separating them.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 11.1 - Prob. 1P Ch. 11.1 - Prob. 2P Ch. 11.2 - The two compounds shown differ by a factor of 60...Ch. 11.2 - Prob. 4P Ch. 11.2 - Prob. 5P Ch. 11.2 - Prob. 6P Ch. 11.3 - Prob. 7P Ch. 11.3 - Prob. 8P Ch. 11.3 - Evaluate 2,3,3-trimethyl-1-butene as a candidate...Ch. 11.4 - After heating a solution of allyl tert-butyl...

Solution Summary: The author explains that the product of a Diels-Alder reaction is rightly determined.

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