Chadter 15 Reactions of Aromatic Compounds
Chapter 15 Reactions of Aromatic Compounds
ORGANIC CHEMISTRY Chapter 15 15.1 Electrophilic Aromatic Substitution Reaction Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 15.1 Electrophilic Aromatic Substitution Reaction
ORGANIC CHEMISTRY Chapter 15 g The most characteristic reactions of benzenoid arenes are the substitution reactions that occur when they react with electrophilic reagents o The electrophiles are either a positive ion(etor some other electron-deficient species with a large partial positive charge E +E-Nu— +h-nu Electrophilic aromatic substitution EAs) Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 The most characteristic reactions of benzenoid arenes are the substitution reactions that occur when they react with electrophilic reagents. The electrophiles are either a positive ion (E+) or some other electron-deficient species with a large partial positive charge. + E Nu E + H Nu Electrophilic aromatic substitution (EAS)
ORGANIC CHEMISTRY Chapter 15 X. FeX (X=Cl, Br) +hx Halogenation NO HNO H2SO t ho nitration SOrT SO Sulfonation H2SO4 R RCL. AICI +hcl (R can rearrange Friedel-Crafts C-R Reaction RCOCL AICI +hcl Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 X2, FeX3 (X=Cl, Br) X + HX HNO NO2 3 H2SO4 SO3 H2SO4 SO3H RCl, AlCl3 (R can rearrange) R C R O RCOCl, AlCl3 + H2O + HCl + HCl Halogenation Nitration Sulfonation Friedel-Crafts Reaction
ORGANIC CHEMISTRY Chapter 15 15.2 A General mechanism for Electrophilic Aromatic Substitution Arenium lons Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 15.2 A General Mechanism for Electrophilic Aromatic Substitution: Arenium Ions