Benzene and its derivatives

Benzene and its - Alkanes Alkenes Alkynes-What's Next History of Benzene Discovered in 1825 by Michael Faraday Formula is C6H6 Alkane formula CnH2n

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Alkanes, Alkenes, Alkynes—What’s Next?
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History of Benzene • Discovered in 1825 by Michael Faraday – Formula is C 6 H 6 • Alkane formula C n H 2n+2 ; C 6 H 14 • Alkene formula C n H 2n ; C 6 H 12 • Conclusion?
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History of Benzene • Alkenes react with – Halogens – Water – Hydrogen halides – Hydrogen • And Benzene? Br 2 H 2 O/H 3 O + H 2 /Ni HBr No Addition; Substitution Product is C 6 H 5 No Hydration No Hydrohalogenation Slow at high temperature and pressure Benzene
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More History • Friedrich August Kekulé – Proposed structure
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The Dream • Cyclic • Alternating double and single bonds •P r o b l em s – Chemistry not alkene-like
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More Problems with Kekulé’s Solution • Shape – C-C bond length is uniform – C-C bond strength is uniform Bond Type Bond Length (pm) Bond Strength (kJ/mol) 153 348 134 614 Benzene 139 506 CC
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Linus to the Rescue! • Resonance – Real structure molecule is best described as a hybrid of two or more structures
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Bonding in Benzene: σ Framework
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Bonding in Benzene: Kekulé’s Style
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Bonding in Benzene: Pauling Style π Electrons are Delocalized
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Arenes • One or more beneze- like rings • a.k.a. Aromatic hydrocarbons
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The Substituents Make the Name • One substituent – Named as a derivative of benzene
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A New Functional Group NO 2
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There’s Always an Exception or Two or . . . .
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This note was uploaded on 04/01/2008 for the course CHEM 222 taught by Professor Mullen during the Spring '08 term at Texas A&M.

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Benzene and its - Alkanes Alkenes Alkynes-What's Next History of Benzene Discovered in 1825 by Michael Faraday Formula is C6H6 Alkane formula CnH2n

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