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Benzene and Aromaticity

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Benzene and Aromaticity. Bonding in Benzene. Proposed Benzene Structures. C 6 H 6 reacts with Br 2 to form one isomer of C 6 H 5 Br. Other Conjugated Hydrocarbon Rings Annulenes. D H hyd Data Illustrates Stability. Benzene Representations. Molecular Orbitals of Benzene.

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Benzene and Aromaticity

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  1. Benzene and Aromaticity

  2. Bonding in Benzene

  3. Proposed Benzene Structures

  4. C6H6 reacts with Br2 to form one isomer of C6H5Br

  5. Other Conjugated Hydrocarbon RingsAnnulenes

  6. DHhyd Data Illustrates Stability

  7. Benzene Representations

  8. Molecular Orbitals of Benzene

  9. M.O.’s of Cyclobutadiene

  10. 6 p Electrons is Stable4 or 8 p Electrons is not

  11. Huckel’s Rule: 4N + 2

  12. In Order to Exhibit Aromaticity a Compound Must… -         Cyclic -         Planar -         Conjugated throughout -         Has a “Huckel #” of p electrons o       4N + 2 where N is any integer or 0 §         hence, 2,6,10,14 p e-

  13. Naphthalene

  14. Pyridine, an Aromatic Heterocycle

  15. Pyridine as a Base

  16. Pyrrole

  17. Pyrrole as a Base

  18. Other Aromatic Heterocycles

  19. Cyclopentadiene as an AcidpKa = 16

  20. Cyclopentadienyl ion:One is Aromatic, one is Antiaromatic

  21. Resonance Depictions of the Ions

  22. Tropylium Ion

  23. Aromatic?

  24. Aromatic, Anti-Aromatic or Nonaromatic?

  25. Some Well-known Aromatic Compounds

  26. Designer Drugs

  27. Nomenclature

  28. Disubstitutionortho, meta andpara

  29. Disubstitution Nomenclature

  30. Aromatic Template Names

  31. More Common Names

  32. Aromatic Ring as a Substituent

  33. Name These

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