Section 14 - Aromatic Compounds and Aromaticity
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Aromatic Compounds and Aromaticity - Section 14 of Organic Chemistry Notes is 11 pages in length (page 14-1 through page 14-11) and covers ALL you'll need to know on the following lecture/book topics:
14-1 -- Definition of Aromaticity
· Cyclic, Planar, Fully Conjugated Array of p-Orbitals
· Huckel’s Rule (“4n + 2”)
14-1 -- Benzene and its Derivatives
· Very Unreactive
· How Stable is Benzene?
· Hydrogenation of Benzene (Addition of H2)
· Benzene Stability Explained by “Model 1” and “Model 2”
· Resonance Energy (or “Aromatic Stabilization Energy”)
· Napthalene and Phenanthrene as Examples
14-3 -- Compounds with Planar, Conjugated, Cyclic Arrays of “4n” π-Electrons
· Antiaromatic Compounds
· Extremely Unstable; Very Reactive
14-4 -- Benzene Derivatives that are Neither Aromatic nor Antiaromatic
14-5 -- More Examples of Aromatic Compounds
· “4n + 2”
· Re-Hybridization of sp3-orbital --> sp2-orbital
14-7 -- More Examples of Antiaromatic Compounds
· “4n”
14-7 -- Spectroscopy of Benzene
· UV-Vis Spectroscopy of Benzene
· IR Spectroscopy of Benzene
· 1H NMR Spectroscopy of Benzene
· Coupling – in 1H NMR
· 1,4-Disubstituted vs. 1,2-Disubstituted vs. 1,3-Disubstituted Benzenes
14-9 -- Nomenclature of Substituted Benzenes
· Monosubstituted Benzenes (Common Names are Used)
· Disubstituted Benzenes – Ortho (o), Meta (m), and Para (p)
· Use of Monosubstituted Benzenes as “Principal Structures” in Nomenclature
· Xylenes = Dimethyl Substituted Benzenes
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