359-72-8Relevant academic research and scientific papers
Development of technology of perfluoroethyl isopropyl ketone production
Fenichev,Babenko,Bispen,Moldavskii
, p. 376 - 386 (2013/07/05)
Synthesis of perfluoroethyl isopropyl ketone by an interaction of hexafluoropropene with perfluoropropionic acid fluoride or hexafluoropropene oxide was examined. Interchangeability of perfluoropropionic acid fluoride and hexafluoropropene oxide was demonstrated. The features of perfluoroethyl isopropyl ketone synthesis were studied in polar aprotic solvents on catalysts: alkali metal fluoride. A method for obtaining perfluoroethyl isopropyl ketone by direct catalytic reaction in a tubular reactor without use of solvents was suggested and investigated. The mechanism of interaction was considered. The main impurities resulting in obtaining perfluoroethyl isopropyl ketone were determined. The methods of cleaning perfluoroethyl isopropyl ketone were worked out.
REACTIONS OF TERTIARY PERFLUOROALKYL HALIDES WITH HALIDE ANIONS
Blume, Elisabeth,Gasafi-Martin, Waltraud,Probst, Anton,Werner, Konrad von
, p. 387 - 396 (2007/10/02)
The reactivities of the F-tert.-alkyl halides (CF3CF2CF2(CF3)2CX (1a-c: X = I, Br Cl)) towards the corresponding lithium halides LiY (2a-c: Y = I, Br, Cl), in acetonitrile, reflect the electron acceptor properties of compounds 1 and the donator strength of the anions Y(1-).The tertiary carbanion F-2-methylpentanide acts as the key intermediate in the formation of the main products (F-2-methyl-2-pentene, F-2-methyl-1-pentene and F-2-hydro-2-methylpentane), and also of the halide substitution products obtained from 1a.No support for the participation of any perfluoroalkyl radical could be found.
REACTION OF 2-TRIFLUOROMETHYLPERFLUORO-2-PENTENYL FLUOROSULFATE WITH NUCLEOPHILIC REAGENTS
Avetisyan, E. A.,Cherstkov, V. F.,Snegirev, V. F.,Sterlin, S. R.,German, L. S.
, p. 615 - 618 (2007/10/02)
2-Trifluoromethylperfluoro-2-pentenyl fluorosulfate undergoes SN2' nucleophilic reactions.The reaction of this fluorosulfate with halide salts gives an equilibrium mixture of 1-halo-2-trifluoromethylperfluoro-2-pentene and 2-trifluoromethyl-3-haloperfluoro-1-pentene.
ADDITION OF tert-PERFLUOROALKYL BROMIDES AT A MULTIPLE BOND, INITIATED BY ELECTRON TRANSFER
Igumnov, S. M.,Rozhkov, I. N.,Pletnev, S. I.,Borisov, Yu. A.,Rempel', G. D.
, p. 2122 - 2125 (2007/10/02)
The thermodynamics of the dissociation of the radical-anions of perfluoroalkyl halides was determined by quantum-chemical methods.The conditions for the addition of tertiary perfluoroalkyl bromides to alkenes, initiated by electron transfer, were obtained.
ALKYLATION OF PERFLUORO-2-METHYL-2-PENTYLCARBANION WITH ALKYL AND ALLYL HALIDES
Dmowski, Wojciech,Wozniacki, Ryszard
, p. 385 - 394 (2007/10/02)
Perfluoro-2-methyl-2-pentylcarbanion, generated from perfluoro-4-methyl-2-pentene in an aprotic solvent, reacted with halides RX, where R = alkyl or allyl and X = I, Br, or Cl, to give fluorohydrocarbons of the general formula CF3CF2CF2C(CF3)2R.No reaction with iso-propyl iodide and with 1-iodo-2,2,2-trifluoroethane occured.The reaction with 1-iodo-3,3,3-trifluoropropane resulted in the formation of 3,3,3-trifluoropropene and 2-H-perfluoro-2-methylpentane.
SYNTHESIS AND CHEMISTRY OF PERFLUORO-2-IODO-2-METHYL-ALKANES
Probst, A.,Raab, K.,Ulm, K.,Werner, K. von
, p. 223 - 246 (2007/10/02)
Two novel perfluoro-tert-alkyl iodides CF3(CF2)n+1C(CF3)2I have been obtained from F-alkenes CF3(CF2)n-CF=C(CF3)2 (n = 0 and 1) by formal additions of iodine fluoride; these required substantial alterations of known procedures.The F-tert-alkyl iodides are the most reactive alkyl halides known so far, and they are also very toxic.The following types of reactions have been studied: (a) Nucleophilic attack of anions at the iodine, leading to F-alkenes, (b) elimination of iodine fluoride, caused by metals or metal complexes, (c) pyrolysis, to give very selectively F-isobutene and n-perfluoroalkyl iodides, (d) photolysis, and (e) thermally induced insertions into the carbon-iodine bond.Screening results on the inhalation toxicity of the iodides and of some other fluoro-compounds are also reported.
