CHED 825 |
| G. Gawayne Vaughan and Dale Shellhamer. Department of Chemistry, Point Loma Nazarene University, 3900 Lomaland Dr, San Diego, CA 92106 |
| Trifluoromethanesulfonic acid (triflic acid, TfOH) is one of the strongest acids known, yet it is nonoxidizing. Reactions have been done in the literature that use triflic acid as a catalyst in the reaction of 2-butene with acetic acid to produce 2-acetoxybutane. We are using a similar reaction of triflic acid with fluorosubstituted terminal alkenes to determine how the charge is distributed when fluorine atoms are substituted for the vinyl hydrogens. Charge distribution will be determined by the ratio of Markovnikov to anti-Markovnikov products. The expected products from some of these reactions were independently synthesized by the reaction of triflic anhydride with the appropriate alcohol. Thus, 1H,1H,2H,2H-perfluorooctyl triflate and 1H,1H-perfluorooctyl triflate were prepared and isolated. These triflate products can be treated with various nucleophiles to demonstrate new methods to make fluoroorganic compounds. |
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Undergraduate Research Poster Session: Organic Chemistry
2:00 PM-4:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Chemical Education |
