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Benzene and Aromatic Compounds. Benzene and Aromaticity. Huckel’s Rule. a ring planar each atom supplies a p orbital for electron delocalization number of delocalized electrons = 4n + 2, where n = 0, 1, 2, . 4n + 2 = 4 n = 0.5 not aromatic antiaromatic. 4n + 2 = 8
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Benzene and Aromatic Compounds Benzene and Aromaticity
Huckel’s Rule a ring planar each atom supplies a p orbital for electron delocalization number of delocalized electrons = 4n + 2, where n = 0, 1, 2, ...
4n + 2 = 4 n = 0.5 not aromatic antiaromatic
4n + 2 = 8 n = 1.5 nonplanar nonaromatic
4n + 2 = 10 n = 2
Reactions of Aromatic Compounds Electrophilic Aromatic Substitution
Reactions of Aromatic Compounds • Electrophilic Aromatic Substitution
Electrophiles: Carbocations C=C + H+ ROH + H+ Friedel-Crafts alkylation: RCl + AlCl3
Electrophiles: Acylium Ions Friedel-Crafts acylation
Electrophiles: Halogen Br2 + FeBr3
Electrophiles: NO2+ HNO3 + H2SO4