The major product for the given Diels-Alder reaction is to be predicted. Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Question

Predict the product(s) of the following Diels-Alder reaction. Include stereochemistry if appropriate.

Answer 1

Question

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Predict the product(s) of the following Diels-Alder reaction. Include stereochemistry if appropriate.

Predict the major product of the following Diels-Alder reactions with the correct regiochemistry and stereochemistry. If an enantiomer is also made, indicate the enantiomer by adding “+ EN” beside the major product. Please explain step by step.

Rank the following dienes from most to least reactive in a Diels-Alder reaction. Provide an explanation for each ranking. Draw a mechanism and show the product for the following reaction, paying close attention to stereochemistry.

Answer 2

Question

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Answer 3

Question

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Answer 4

Question

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Answer 5

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 6

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 7

Chapter 15.11A, Problem 15.16P

(a)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene derivative. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The major product for the given Diels-Alder reaction is to be predicted.

Concept introduction:

Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and the diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 12

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Ch. 15.2 - Prob. 15.1P Ch. 15.2 - Prob. 15.2P Ch. 15.2 - Prob. 15.3P Ch. 15.4 - Prob. 15.4P Ch. 15.4 - Prob. 15.5P Ch. 15.5 - Treatment of an alkyl halide with AgNO3 in alcohol...Ch. 15.5 - Propose a mechanism for each reaction, showing...Ch. 15.6 - When Br2 is added to buta-1,3-diene at 15 C, the...Ch. 15.7 - Prob. 15.9P Ch. 15.7 - When N-bromosuccinimide is added to hex-1-ene in...

Chapter 15 Solutions