Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
Question
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Chapter 24, Problem 24.6P
Interpretation Introduction

Interpretation:

The mechanism and the product for the given Diels-Alder reaction are to be drawn.

Concept introduction:

The [4+2] cycloaddition reactions are generally known as a Diels-Alder reaction. A Diels-Alder reaction involves a diene and a dienophile. A diene shares four π electrons from the two conjugated π bonds while a dienophile shares two p electrons from a single π bond. The Diels-Alder reaction is concerted and proceeds through a six-membered aromatic transition state. For a Diels-Alder reaction to occur, the diene must be present in the s-cis conformation because both ends of the diene must be relatively close to the dienophile in the transition state. The s indicates that the cis designation describes the orientation of groups about a single bond, rather than a double bond or the plane of the ring. The s-trans conformation of the diene is most stable than s- cis conformation due to steric repulsion. Thus, the conformer which easily undergoes the s-cis form will react readily with a dienophile.

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Chapter 24 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 24 - Prob. 24.11PCh. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - Prob. 24.14PCh. 24 - Prob. 24.15PCh. 24 - Prob. 24.16PCh. 24 - Prob. 24.17PCh. 24 - Prob. 24.18PCh. 24 - Prob. 24.19PCh. 24 - Prob. 24.20PCh. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Prob. 24.24PCh. 24 - Prob. 24.25PCh. 24 - Prob. 24.26PCh. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - Prob. 24.34PCh. 24 - Prob. 24.35PCh. 24 - Prob. 24.36PCh. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - Prob. 24.39PCh. 24 - Prob. 24.40PCh. 24 - Prob. 24.41PCh. 24 - Prob. 24.42PCh. 24 - Prob. 24.43PCh. 24 - Prob. 24.44PCh. 24 - Prob. 24.45PCh. 24 - Prob. 24.46PCh. 24 - Prob. 24.47PCh. 24 - Prob. 24.48PCh. 24 - Prob. 24.49PCh. 24 - Prob. 24.50PCh. 24 - Prob. 24.51PCh. 24 - Prob. 24.52PCh. 24 - Prob. 24.53PCh. 24 - Prob. 24.54PCh. 24 - Prob. 24.55PCh. 24 - Prob. 24.56PCh. 24 - Prob. 24.57PCh. 24 - Prob. 24.58PCh. 24 - Prob. 24.59PCh. 24 - Prob. 24.60PCh. 24 - Prob. 24.61PCh. 24 - Prob. 24.62PCh. 24 - Prob. 24.63PCh. 24 - Prob. 24.64PCh. 24 - Prob. 24.65PCh. 24 - Prob. 24.66PCh. 24 - Prob. 24.67PCh. 24 - Prob. 24.68PCh. 24 - Prob. 24.69PCh. 24 - Prob. 24.70PCh. 24 - Prob. 24.71PCh. 24 - Prob. 24.72PCh. 24 - Prob. 24.73PCh. 24 - Prob. 24.74PCh. 24 - Prob. 24.75PCh. 24 - Prob. 24.76PCh. 24 - Prob. 24.77PCh. 24 - Prob. 24.78PCh. 24 - Prob. 24.79PCh. 24 - Prob. 24.80PCh. 24 - Prob. 24.81PCh. 24 - Prob. 24.82PCh. 24 - Prob. 24.83PCh. 24 - Prob. 24.84PCh. 24 - Prob. 24.1YTCh. 24 - Prob. 24.2YTCh. 24 - Prob. 24.3YTCh. 24 - Prob. 24.4YTCh. 24 - Prob. 24.5YTCh. 24 - Prob. 24.6YTCh. 24 - Prob. 24.7YTCh. 24 - Prob. 24.8YTCh. 24 - Prob. 24.9YTCh. 24 - Prob. 24.10YTCh. 24 - Prob. 24.11YTCh. 24 - Prob. 24.12YTCh. 24 - Prob. 24.13YTCh. 24 - Prob. 24.14YTCh. 24 - Prob. 24.15YTCh. 24 - Prob. 24.16YTCh. 24 - Prob. 24.17YT
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