CHED 344 |
| Acid catalyzed reactions of alcohols to 2-fluoro-1-alkenes (1) and 1-fluoro-1-alkenes (2) are presented. The carbenium ion develops on carbon number-2 when the fluorine is on the number-2 carbon as described by intermediate 3 below. With 1-fluoro-1-alkenes the carbenium ion can be on carbon-2, a secondary carbon as in 4; or the cation can be on carbon-1, a primary carbon that is resonance stabilized by fluorine as shown in 5. The energies of model intermediate cations were calculated at the MP2 level using a 6-331+G** basis set on the Spartan02 program. Experimental data are correlated with these calculated energies.
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |
