chm2211ch15notes - Ch. 15 page 1 Chapter 15 Conjugated...

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Ch. 15 – page 1 Chapter 15 – Conjugated Systems & Orbital Symmetry CHM 2211 – Davidson 1. Introduction and Stability of Dienes Recall stability of alkenes from Ch. 7 Isolated alkenes – double bonds with 1 or more CH 2 groups between them o Same stability as single alkenes Conjugated – double bonds alternating with single bonds o More stable than single alkenes Cumulated – double bonds that share a common C o Less stable than single alkenes
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Ch. 15 – page 2 2. Molecular Orbital Diagrams (MO diagrams) Extra stability in conjugated alkenes due to resonance a) Recall MO diagram for ethene (CH 2 =CH 2 ) (Ch. 7) – focus on π system Energy isolated H H H H HOMO – highest occupied molecular orbital LUMO – lowest unoccupied molecular orbital Orbitals fill starting with lowest energy b) Consider 1,3-butadiene (CH 2 =CH-CH=CH 2 ) Energy isolated H H H H H H represented as
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Ch. 15 – page 3 3. The Allyl Cation
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This note was uploaded on 06/18/2008 for the course CHM 2211 taught by Professor Castalleano during the Spring '06 term at University of Florida.

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chm2211ch15notes - Ch. 15 page 1 Chapter 15 Conjugated...

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