a) Interpretation: The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated. Concept introduction: In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction. To state: The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Question

Draw the major product of this reaction. Ignore inorganic byproducts. N S S HgCl2, H2SO4 く 8 W X P

Answer 1

Question

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

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Draw the major product of this reaction. Ignore inorganic byproducts. N S S HgCl2, H2SO4 く 8 W X P

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Answer 2

Question

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

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Answer 3

Question

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

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Answer 4

Question

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

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Answer 5

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 6

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 7

Chapter 14.SE, Problem 40AP

Interpretation Introduction

a)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 8

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 9

Interpretation Introduction

b)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 10

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 11

Interpretation Introduction

c)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 12

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 13

Interpretation Introduction

d)

Interpretation:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction are to be stated.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To state:

The diene and dienophile used as starting materials in preparing the compound shown in a Diels-Alder reaction.

Answer 14

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Answer 15

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Answer 19

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Answer 25

Ch. 14.1 - Prob. 1P Ch. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3P Ch. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5P Ch. 14.3 - Prob. 6P Ch. 14.5 - Predict the product of the following Dielsâ€“Alder...Ch. 14.5 - Prob. 8P Ch. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Dielsâ€“Alder...

Solution Summary: The author explains that the diene and denophile used as starting materials in preparing the compound shown in the Diels-Alder reaction are 1,3-butadiene and maleic anhydride respectively.

Chapter 14 Solutions