Andrieux, Claude P. published the artcileEvidence for Inverted Region Behavior in Proton Transfer to Carbanions, Application of 3,3,3-Trifluoropropan-1-ol, the publication is Journal of the American Chemical Society (2003), 125(33), 10119-10124, database is CAplus and MEDLINE.
The diphenylmethane-diphenylmethyl anion acid/base couple in N,N-dimethylformamide is taken as an example for investigating the dynamics of proton transfer at carbon in a system where the acid is not activated by an electron-withdrawing group or by removal of an electron. The laser flash electron photoinjection technique is applied to the determination of the rate constant for the protonation of diphenylmethyl anion by an extended series of acids that offers a range of driving forces encompassing over 1.2 eV. The plot of the rate constant vs. the pKa difference between diphenylmethane and the acids or of the activation free energy vs. the standard free energy of the reaction exhibits clear “inverted region” behavior (by a factor of 80 in terms of rate constants). While such behaviors have been predicted and observed for outer-sphere electron-transfer reactions, previous evidence for proton-transfer reactions was scarce. Entropic factors, derived from an investigation of the temperature dependence of the exptl. rate constants, are also discussed.
Journal of the American Chemical Society published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Application of 3,3,3-Trifluoropropan-1-ol.
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