Lesson38 - Electrophiles for Electrophilic Aromatic...

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Unformatted text preview: Electrophiles for Electrophilic Aromatic Substitution Bromination + Br 2 FeBr 3 Br + HBr Br Br Br Fe Br Br + Fe Br Br Br Lewis Acid Lewis Base Br Br [A N ] Electrophiles for Electrophilic Aromatic Substitution Other Halogenations Chlorine is similar to bromine For iodine , the following conditions are used Here the active electrophilic species is presumed to be ________ + Cl 2 FeCl 3 Cl + HCl J. Chem. Soc. B , 1971 , 2264 - 2268, DOI: 10.1039/J29710002264 OH N I O + I 2 HNO 3 I + HI Nitration by Electrophilic Aromatic Substitution + HNO 3 N + H 2 SO 4 H O N OH O O O H OH The active electrophilic species is O N O nitronium ion (NO 2 ) How does it form? N O O O H O S O O O H H + N O O O H H O S O O O H O N O + H 2 O + [E ] [pt] http://www.chemtube3d.com/ Electrophiles for Electrophilic Aromatic Substitution Sulfonation + S + H 2 O H 2 SO 4 O O OH The active electrophilic species is How does it form? O S H O O O S O O O H H + O S O O O H + H 2 O + O S O O O H H O S O O O H H H O S H O O [pt] [D N ] http://www.chemtube3d.com/ Friedel-Crafts Acylation...
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This note was uploaded on 01/25/2012 for the course CHEM 232 taught by Professor Miller during the Spring '08 term at University of Illinois, Urbana Champaign.

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Lesson38 - Electrophiles for Electrophilic Aromatic...

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