Benzene and Aromatic Compounds

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Presentation transcript:

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

4n + 2 = 6

Nomenclature of Substituted Benzenes

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

Electrophiles: SO3

Acylbenzenes