Rate constants for hydrogen abstraction from alkoxides by a perfluoroalkyl radical. An oxyanion accelerated process. Academic Article uri icon


  • A combination of laser flash photolysis and competitive kinetic methods has been used to measure the absolute bimolecular rate constants for hydrogen atom abstraction in water from a series of fluorinated alkoxides and aldehyde hydrates by the perfluoroalkyl radical, *CF2CF2OCF2CF2SO3- Na+. The bimolecular rate constants observed for the beta-fluorinated alkoxides were in the 10(5) M(-1) s(-1) range, such rates representing enhancements (relative to the respective alcohols) of between 100 and almost 1000-fold, depending on the reactivity of the alkoxide. Likewise, the monobasic sodium salts of chloral and fluoral hydrate exhibit similar rate enhancements, relative to their respective hydrates.

published proceedings

  • Org Biomol Chem

author list (cited authors)

  • Cradlebaugh, J. A., Zhang, L. i., Shelton, G. R., Litwinienko, G., Smart, B. E., Ingold, K. U., & Dolbier, W. R

citation count

  • 12

complete list of authors

  • Cradlebaugh, Joseph A||Zhang, Li||Shelton, G Robert||Litwinienko, Grzegorz||Smart, Bruce E||Ingold, Keith U||Dolbier, William R

publication date

  • July 2004