EAS 2020.pdf - Organic Chemistry 3.1 Dr. Cormac Quigley Dr...

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Organic Chemistry 3.1Dr. Cormac QuigleyDr Cormac Quigley BA (Mod) PhD MA MSc MICI MRSC
Topic 1: Electrophilic Aromatic Substitution (EAS)Substitution of an Aromatic Ring (Benzene) using an Electrophile
Revision:Why is this reaction useful?Substituted Benzene appears in many places:
The also occur in Nature:And in many other places:MothballsArtificial Sweetener
Some monosubstituted benzenes are just named by putting the nameof the substituent in front of benzene:Nomenclature (Naming Systems):
Some are named by adding the substituent name to benzene:Nomenclature (Naming Systems):
Nomenclature (Naming Systems):Many monosubstituted benzenes are known since before systematicnaming was established and so have specific names which havebecome accepted:
Disubstituted BenzenesSome follow normal naming rulesothers have specific names:
Benzene as a SubstituentBenzyl and Phenylmake sure you know the difference!
Reaction:Substitution of an Aromatic Ring (Benzene) using an ElectrophileElectrophilicAromaticSubstitutionEASThere are 5 main types of this reaction but all follow the samereaction scheme:
Electrophiles:NitrationInstall an NO2group (in place of a H)HalogenationInstall a Halogen (in place of a H)We will look at Chlorine and Bromine onlySulfonationInstall HSO3(in place of a H)Makes a sulfonic acidAlkylationInstall an alkyl chain (in place of a H)Friedel Crafts AlkylationAcylationInstall an Acyl group(in place of a H)Friedel Crafts Acylation
You will need to know:For these 5 EAS reactions you need to know-the reagents-the catalyst if required-any other reaction conditions
Halogenations:

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Term
Fall
Professor
em
Tags
Benzene, Electrophilic aromatic substitution

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