Aerosol Direct Fluorination: Syntheses of the Highly Branched Ketones, F-Pinacolone and F-Provalone.
Abstract
The extension direct fluorination techniques to the syntheses of the here-to-fore unknown highly branched perfluoroketones F-3,3-dimethyl-2-butanone (F-pinacolone) and F-2,2,5-trimethyl-3-hexanone (F-provalone) from 3,3-dimethyl-2-butanone (pinacolone) and 2,2,4,4-tetramethyl-3-pentanone (pivalone) respectively demonstrates again the efficacy of the aerosol direct fluorination process for the synthesis of perfluoroketones directly from ketones. The interesting rearrangement of the hydrocarbon di-tert-butyl ketone (pivalone) to the perfluorinated tert-butyl ketone, F-provalone is unprecedented in our experience and does not occur at the monofluorination step but later in the fluorination. Isolated yields of 12% and 9% though modest are unadjusted by physical losses of recoverable hydrocarbons present at the termination of the reaction. Perfluorinated product distributions, concentrations of products collected from the reactor effluent, are 23% and 71% of the total material traversing the reactor. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Jan 31, 1983
- Accession Number
- ADA139195
Entities
People
- J. L. Adcock
- M. L. Robin
Organizations
- University of Tennessee system