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Chapter 12 : 
Reactions of Arenes. Electrophilic Aromatic Substitution
Ch 12 contents

Reactions of Aromatic substituents

Certain aromatic substituents undergo reactions that allow the substituent to be modified.  In particular review the reactions of the benzylic position.  A preview of the sequence by which an aromatic nitro group is first reduced to the amine then converted to the diazonium salt (which has an excellent leaving group, N2 gas) which in turn can undergo a variety of substitutions is provided for completeness.

Radical halogenation radical halogenation of benzylic CH
Oxidation oxidation of benzylic CH
Substitution nucleophilic substitution of benzylic systems
Elimination elimination of benzylic systems
Addition addition to alkenylbenzenes (styrenes)
Synthesis of aryl ethers Williamson ether synthesis
Aryl Grignard reagents preparation of aryl Grignard reagents

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organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary