Chapter 15

10/11/99


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Table of Contents

Chapter 15

Web Site for Chapter 15

General Net Reaction

General Net Mechanism

Types of Electrophilic Aromatic Substitutions

Electrophilic Aromatic Halogenation

Aromatic Nitration

Aromatic Sulfonation

Friedel Crafts Alkylation

Friedel Crafts Acylation

Limitations of Friedel Crafts Reactions

Clemmensen Reduction:Extension To Friedel Crafts Acylation

Preparation of Acyl Halides

Application of Acylation Reaction

Effects of Substituents On Further Substitution of Ring

Strong Activating Substituents

Moderate and Weakly Activating Groups

Weakly Deactivating Groups

Moderate Deactivators

Strong Deactivators

Isomer Distribution:Ortho vs Para

Reactions Involving Alkyl side chains on Benzene

Free Radical Halogenation of Aryl Benzenes (Arenes)

Markovnikov vs Anti-Markovnikov Addition of H-Br on Unsaturated Arene

Markovnikov Addition of HBr to 1-Phenylpropene

Benzylic Carbocation

Anti-Markovnikov Addition of HBr to 1-Phenylpropene

Benzylic Free Radical Stability

Benzylic Free Radical (cont.)

Oxidation of Side Groups

Oxidation of Phenyl Groups

Synthetic Applications

Polysubstitution

Aromatic Substitution of Disubstituted Benzenes

Author: Ralph Logan Jr.

Email: RHL7460@dcccd.edu

Home Page: http://edie.cprost.sfu.ca/~rhlogan

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