CHED 403 |
| The coulombic fields present in highly concentrated nonaqueous salt solutions furnish powerful electrostatic stabilization of charged reactants, transition states, intermediates and products. Of particular interest to us is the solvent system lithium perchlorate-diethyl ether, LPDE. Strictly anhydrous lithium perchlorate is extremely soluble in dry diethyl ether, with solutions up to 6.06 M possible. We have probed the ability these media to promote ionization and sustain dissociation by determining equilibrium constants, KIon, for the ionization of various trityl benzoates, 1, and trityl phenyl ethers, 2 as a function of [LiClO4]. Values of KIon were obtained spectrophotometrically utilizing the intense lemon-yellow color of the trityl cation (ε = 4.0 x 104 M-1cm-1 at 430 nm). The relationship between KIon and LPDE for these systems as well as the minimum order of participation of Li+ with respect to KIon for both ethers and esters will be presented.
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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 |
