Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
Question
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Chapter 16, Problem 16.50P
Interpretation Introduction

(a)

Interpretation: The products formed for the given Diels-Alder reaction are to be drawn.

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Expert Solution
Check Mark

Answer to Problem 16.50P

The products formed by the given Diels-Alder reaction are shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  1

Explanation of Solution

The given reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  2

Figure 1

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

The products formed by the given Diels-Alder reaction are shown below

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  3

Figure 2

Conclusion

The products formed for the given Diels-Alder reaction is shown in Figure 2.

Interpretation Introduction

(b)

Interpretation: The products formed for the given Diels-Alder reaction are to be drawn.

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Expert Solution
Check Mark

Answer to Problem 16.50P

The products formed by the given Diels-Alder reaction are shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  4

Explanation of Solution

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

The products formed by the given Diels-Alder reaction are shown below

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  5

Figure 4

Conclusion

The products formed for the given Diels-Alder reaction is shown in Figure 4.

Interpretation Introduction

(c)

Interpretation: The products formed for the given Diels-Alder reaction are to be drawn.

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.

Expert Solution
Check Mark

Answer to Problem 16.50P

The products formed by the given Diels-Alder reaction are shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  6

Explanation of Solution

The given reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  7

Figure 5

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Therefore, the product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  8

Figure 6

Conclusion

The product formed for the given Diels-Alder reaction is shown in Figure 6.

Interpretation Introduction

(d)

Interpretation: The product formed for the given Diels-Alder reaction is to be drawn.

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Expert Solution
Check Mark

Answer to Problem 16.50P

The product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  9

Explanation of Solution

The given reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  10

Figure 7

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Therefore, the product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  11

Figure 8

Conclusion

The product formed for the given Diels-Alder reaction is shown in Figure 8.

Interpretation Introduction

(e)

Interpretation: The product formed for the given Diels-Alder reaction is to be drawn.

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Expert Solution
Check Mark

Answer to Problem 16.50P

The product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  12

Explanation of Solution

The given reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  13

Figure 9

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

The product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  14

Figure 10

Conclusion

The products formed for the given Diels-Alder reaction are shown in Figure 10.

Interpretation Introduction

(f)

Interpretation: The product formed for the given Diels-Alder reaction is to be drawn.

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Expert Solution
Check Mark

Answer to Problem 16.50P

The product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  15

Explanation of Solution

The given reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  16

Figure 11

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 diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

The product formed for the given Diels-Alder reaction is shown below.

Organic Chemistry-Package(Custom), Chapter 16, Problem 16.50P , additional homework tip  17

Figure 12

Conclusion

The products formed for the given Diels-Alder reaction are shown in Figure 12.

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Chapter 16 Solutions

Organic Chemistry-Package(Custom)

Ch. 16 - Problem 16.12 Using hybridization, predict how the...Ch. 16 - Problem 16.13 Use resonance theory to explain why...Ch. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 16 - Prob. 16.17PCh. 16 - Problem 16.19 Draw the product formed when each...Ch. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Rank the following dienophiles in order of...Ch. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Problem 16.27 Which compound in each pair absorbs...Ch. 16 - Prob. 16.27PCh. 16 - 16.29 Name each diene and state whether the...Ch. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16.35 Explain why the cyclopentadienide anion A...Ch. 16 - Explain each statement using resonance theory. a....Ch. 16 - 16.37 Draw the structure of each compound. a. in...Ch. 16 - Draw and name all dienes of molecular formula...Ch. 16 - Prob. 16.39PCh. 16 - 16.39 Label each pair of compounds as...Ch. 16 - Prob. 16.41PCh. 16 - 16.41 Draw the products formed when each compound...Ch. 16 - Prob. 16.43PCh. 16 - 16.43 Treatment of alkenes A and B with gives the...Ch. 16 - 16.44 Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.46PCh. 16 - 16.46 Explain, with reference to the mechanism,...Ch. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - 16.53 Diels–Alder reaction of a monosubstituted...Ch. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - 16.55 Devise a stepwise synthesis of each compound...Ch. 16 - Prob. 16.58PCh. 16 - 16.57 A transannular Diels–Alder reaction is an...Ch. 16 - Draw a stepwise mechanism for the following...Ch. 16 - Draw the products of each reaction. Indicate the...Ch. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - 16.65 The treatment of isoprene with one...Ch. 16 - 16.66 The treatment of with forms B (molecular...Ch. 16 - Rank the following compounds in the order of...Ch. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74P
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