Chapter 15 August 31 - 6 Aromatic Heterocycles:...

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3 Cyclooctatetraene is tub­shaped not planar: Undergoes addition reactions The p­orbitals are not parallel so they cannot overlap for conjugation
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4 Non­Aromaticity: Examples: Cyclic, conjugated molecules whose stability closely resembles their open chain analogs There is no noticeable increase or decrease in stability noted
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5 Homework Examples: Which is a stronger acid? Why does Calicene have such a strong dipole moment? Is the following conjugated enone aromatic?
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Unformatted text preview: 6 Aromatic Heterocycles: Heterocycle: A cyclic structure that contains an atom(s) other than carbon in its ring [N, O, S, P] 7 8 Furan: 9 Where does 4n+2 come from? Benzene: When electrons fill the lowest energy MO it takes 2 electrons (one pair) and four electrons (2 pairs) to fill each of n succeeding energy levels (two degenerate MO's per level) 10 Cyclopentadiene:...
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Chapter 15 August 31 - 6 Aromatic Heterocycles:...

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