Title: Benzene and Aromaticity
1Benzene and Aromaticity
2Bonding in Benzene
3Proposed Benzene Structures
4C6H6 reacts with HBr to form one isomer of C6H5Br
5Other Conjugated Hydrocarbon RingsAnnulenes
6DHhyd Data Illustrates Stability
7Benzene Representations
8Molecular Orbitals of Benzene
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10M.O.s of Cyclobutadiene
116 p Electrons is Stable4 or 8 p Electrons is not
12Huckels Rule 4N 2
13In 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-
14Naphthalene
15Pyridine, an Aromatic Heterocycle
16Pyridine as a Base
17Pyrrole
18Pyrrole as a Base
19Other Aromatic Heterocycles
20Cyclopentadiene as an AcidpKa 16
21Cyclopentadienyl ionOne is Aromatic, one is
Antiaromatic
22Resonance Depictions of the Ions
23Tropylium Ion
24Aromatic?
25Aromatic, Anti-Aromatic or Nonaromatic?
26Some Well-known Aromatic Compounds
27Designer Drugs
28Nomenclature
29Disubstitutionortho, meta and para
30Disubstitution Nomenclature
31Aromatic Template Names
32More Common Names
33Aromatic Ring as a Substituent
34Name These
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