382-24-1Relevant articles and documents
The reactivities of perfluoroisopropyl and tert-butyl radicals towards hydrogen atom abstraction from triethylsilane
Dolbier Jr., William R.,Li, An-Rong
, p. 79 - 82 (2007/10/03)
The rates of hydrogen abstraction from triethylsilane by the highly electrophilic perfluoroisopropyl and perfluoro-tert-butyl radicals have been obtained through competition experiments. These rates, 3.6 × 106 and 2.4 × 108 M-1 s-1, respectively, are indicative of substantial reactivity enhancements, relative to perfluoro-n-alkyl radicals, derived from their enhanced electrophilicity and, in the latter case, from a much stronger forming C-H bond.
Novel reactions of perfluoro-2-(trifluoromethyl)-propene
Munavalli, S.,Lewis, E. O.,Muller, A. J.,Rossman, D. I.,Rohrbaugh, D. K.,Ferguson, C. P.
, p. 253 - 264 (2007/10/02)
Unlike its hydrocarbon counterpart, perfluoro-2-(trifluoromethyl)propene is a highly reactive compound.It participates in both heterolytic and homolytic reactions.It readily reacts with nucleophiles and sluggishly with electrophiles.It reacts as well with common organic solvents, such as dimethylformamide, ethanol and others.In this communication we describe its reactions with trifluoromethylthiocopper, sulfur trioxide and tributyltin cyanide, the mechanism of formation of the various products and their mass spectral data.
Interaction of 1-tert-perfluorobutyl-3,3-di(perfluoromethyl)-2-aziridinone with weak nucleophiles
Del'tsova, D. I.,Gambaryan, N. P.
, p. 333 - 336 (2007/10/02)
The title perfluoro-α-lactam (1) was found to react with N,N-dimethylformamide to give initially a betaine (2) which undergoes ring enlargement to produce the isomeric 2-dimethylamino-3,4,4-tri(perfluoroalkyl)substituted 5-oxazolidone (3).Related betaines were also obtained on reaction of 1 with pyridine, quinoline, benzalaniline, and p-dimethylaminobenzaldehyde.
REACTIONS OF HIGHLY ELECTROPHILIC TERMINAL POLYFLUOROALKENES WITH GLYCOLS
Doroginskii, V. A.,Kolomiets, A. F.,Sokol'skii, G. A.
, p. 672 - 675 (2007/10/02)
Octafluoroisobutylene, methyl perfluoromethacrylate, and N,N-dimethylperfluoromethacrylamide react vigorously with 1,2- and 1,3-glycols in an acetonitrile solution with a large excess of potassium fluoride to form cyclic ketenals, i.e., 2-polyfluoroalkylidene-1,3-dioxolanes and 2-polyfluoroalkylidene-1,3-dioxanes respectively.The reaction of octafluoroisobutylene with glycerol under these conditions leads exclusively to 2-hexafluoroisopropylidene-4--1,3-dioxolane.It is typical that the reaction of glycols with octafluoroisobutylene and N,N-dimethylperfluoromethacrylamide involve the addition of HF released in the reaction to the polyfluoroalkenes; in this case the potassium fluoride acts as carrier of the fluoride ion.Conversely, the reaction of methyl perfluoromethacrylate with glycols involves the participation of potassium fluoride as an acceptor of hydrogen fluoride.
