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Benzene and Aromatic Compounds

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

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  1. Benzene and Aromatic Compounds Benzene and Aromaticity

  2. 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, ...

  3. 4n + 2 = 4 n = 0.5 not aromatic antiaromatic

  4. 4n + 2 = 8 n = 1.5 nonplanar nonaromatic

  5. 4n + 2 = 10 n = 2

  6. 4n + 2 = 6

  7. Nomenclature of Substituted Benzenes

  8. Reactions of Aromatic Compounds Electrophilic Aromatic Substitution

  9. Reactions of Aromatic Compounds • Electrophilic Aromatic Substitution

  10. Electrophiles: Carbocations C=C + H+ ROH + H+ Friedel-Crafts alkylation: RCl + AlCl3

  11. Electrophiles: Acylium Ions Friedel-Crafts acylation

  12. Electrophiles: Halogen Br2 + FeBr3

  13. Electrophiles: NO2+ HNO3 + H2SO4

  14. Electrophiles: SO3

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