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History of Benzene 1824 - 1825 Isolated from burnt whale oil by Michael Faraday 1834 Eilhardt Mitscherlich finds benzene has formula of C 6 H 6 1861 Loschmidt.

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Presentation on theme: "History of Benzene 1824 - 1825 Isolated from burnt whale oil by Michael Faraday 1834 Eilhardt Mitscherlich finds benzene has formula of C 6 H 6 1861 Loschmidt."— Presentation transcript:

1 History of Benzene 1824 - 1825 Isolated from burnt whale oil by Michael Faraday 1834 Eilhardt Mitscherlich finds benzene has formula of C 6 H 6 1861 Loschmidt proposes structure for benzoic acid and aniline

2 History of Benzene 1824 - 1825 Isolated from burnt whale oil by Michael Faraday 1834 Eilhardt Mitscherlich finds benzene has formula of C 6 H 6 1861 Loschmidt proposes structure for benzoic acid and aniline

3 History of Benzene 1865 Kekule has a dream 1865 Kekule invokes sausage diagrams Bulletin de la Société Chimique de France, 3, 98 (1865)

4 10–4 History of Benzene 1865 Kekule has a dream 1865 Kekule invokes sausage diagrams Bulletin de la Société Chimique de France, 3, 98 (1865) 1866 Kekule introduces ring model for benzene

5 Alternate Benzene Structures

6 Fig. 15-2, p. 521

7 Hückel’s Rules for aromaticity

8 p. 521 Benzene electron distribution map

9 Fig. 15-12, p. 532

10 Hückel’s Rules for aromaticity Aromaticity vs. antiaromaticity

11 p. 523

12 p. 524

13 Hückel’s Rules for aromaticity Aromaticity vs. antiaromaticity Why 4n + 2 for aromatic and 4n for antiaromatic? Frost’s cycle

14 Fig. 15-3, p. 522 Benzene Molecular Orbitals

15 Cyclopentadienyl ions

16 Fig. 15-11, p. 531

17 Fig. 15-5, p. 526

18 Fig. 15-7, p. 527

19 Fig. 15-9a, p. 529

20 Fig. 15-9b, p. 529

21 A.Aromatic B.Antiaromatic C.Neither 5. 14-annulene

22 Pyridyl DHA Targets

23 Fig. 15-14, p. 535

24 p. 535

25 p. 540

26 p. 535

27 Aromatic Biomolecules 1.Amino acids 2.Nucleic acids

28 Fig. 15-8, p. 528

29 Fig. 15-9, p. 529

30 p. 533

31 p. 529

32 p. 533

33 p. 530

34 p. 540

35 p. 541

36 p. 337

37 p. 338

38 Table 9-2, p. 337

39 Summary

40 Fig. 9-16, p. 338

41 p. 340

42 p. 345


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