Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

Organic Chemistry, Chapter 20.5, Problem 20.7P , additional homework tip  1

Organic Chemistry, Chapter 20.5, Problem 20.7P , additional homework tip  2

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

Organic Chemistry, Chapter 20.5, Problem 20.7P , additional homework tip  3

Organic Chemistry, Chapter 20.5, Problem 20.7P , additional homework tip  4

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

Organic Chemistry, Chapter 20.5, Problem 20.7P , additional homework tip  5

Organic Chemistry, Chapter 20.5, Problem 20.7P , additional homework tip  6

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

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Students have asked these similar questions
What diene and dienophile are needed to prepare each compound by a Diels–Alder reaction?
in a diels-alder reaction involving 2,3-dimethyl-1,3-butadiene and maleic anhydride, which is the diene and which is the dienophile?
Which diene could not participate in a Diels-Alder reaction?

Chapter 20 Solutions

Organic Chemistry

Ch. 20.6 - Prob. 20.11PCh. 20.6 - Prob. 20.12PCh. 20 - If an electron is added to 1,3-butadiene, into...Ch. 20 - Prob. 20.15PCh. 20 - Predict the structure of the major product formed...Ch. 20 - Predict the major product formed by 1,4-addition...Ch. 20 - Predict the structure of the major 1,2-addition...Ch. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Pyridine exhibits a UV transition of the type n at...Ch. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27PCh. 20 - Write the frontier molecular orbital analysis for...Ch. 20 - Prob. 20.29PCh. 20 - Draw structural formulas for the products of...Ch. 20 - Propose structural formulas for compounds A and B...Ch. 20 - Under certain conditions, 1,3-butadiene can...Ch. 20 - Prob. 20.33PCh. 20 - Prob. 20.34PCh. 20 - The following triene undergoes an intramolecular...Ch. 20 - Prob. 20.36PCh. 20 - Prob. 20.37PCh. 20 - Prob. 20.38PCh. 20 - Prob. 20.39PCh. 20 - The Diels-Alder reaction is not limited to making...Ch. 20 - The first step in a synthesis of dodecahedrane...Ch. 20 - Bicyclo-2,5-heptadiene can be prepared in two...Ch. 20 - Prob. 20.43PCh. 20 - Prob. 20.44PCh. 20 - Following is a retrosynthetic scheme for the...Ch. 20 - Prob. 20.46PCh. 20 - Prob. 20.47PCh. 20 - Prob. 20.48PCh. 20 - Prob. 20.49PCh. 20 - Prob. 20.50PCh. 20 - What reaction presented in this chapter is...Ch. 20 - Claisen rearrangement of an allyl phenyl ether...Ch. 20 - Prob. 20.53PCh. 20 - Prob. 20.54PCh. 20 - We now continue the use of organic chemistry...Ch. 20 - Write the products of the following sequences of...
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