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

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DOIResolve DOI: http://doi.org/10.1039/b405074f
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TypeArticle
Journal titleOrganic and Biomolecular Chemistry
ISSN1477-0520
Volume2
Issue14
Pages20832086; # of pages: 4
SubjectAlcohols; Benzene; Dissociation; Hydrates; Hydrogen; Laser applications; Photolysis; Dissociation energies; Laser flash photolysis (LFP); Reactivity; Rate constants
AbstractA 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, CF2CF2OCF 2CF2SO3 -Na+. The bimolecular rate constants observed for the β-fluorinated alkoxides were in the 105 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.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC)
Peer reviewedYes
NPARC number21276589
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Record identifier02b6ce05-0dc6-47c2-821b-98e724ef9e38
Record created2015-10-13
Record modified2016-05-09
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