354-88-1Relevant articles and documents
One-Pot Preparation of Pentafluoroethanesulfonic (Pentflic) Acid by the Organolithium Pathway
Olah, George A.,Weber, Thomas,Bellew, Donald R.,Farooq, Omar
, p. 463 - 464 (1989)
Pentafluoroethanesulfonic (pentflic) acid was prepared in high yield via the corresponding lithium pentflate obtained by lithiation of pentafluoroethyl iodide, followed by sulfonylation with sulfur dioxide, oxidation by hydrogen peroxide, and hydrolysis, in a one-pot reaction without isolation of any intermediates.The prepared pentflic acid was characterized, including by its yet unreported (13)C- and (19)F-NMR spectra.
METHOD FOR RECOVERING SULFONIC ESTERS OR SULFONYL HALIDES FROM SALTS OF SULFONIC ACIDS
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Paragraph 0103-0105, (2017/02/24)
A method for the obtainment of an ester or a halide of a fluorinated sulfonic acid from an salt of a sulfonic acid is herein disclosed. The method is particularly useful for recovering waste sulfonate salts from reaction mixtures obtained by reaction of sulfonic esters of alcohols having a pKa lower than 15 with nucleophile compounds.
Comparative electrochemical fluorination of ethanesulfonyl chloride and fluoride
Ignat'ev,Kucherina,Sartori
, p. 1110 - 1116 (2007/10/03)
Comparative electrochemical fluorination (ECF) of ethanesulfonyl chloride and fluoride via the Simons process has been investigated. In contrast to previously reported data, the electrochemical fluorination of C2H5SO2Cl only results in low yield of C2F5SO2F and the observed product distribution pattern indicates the strong influence of the chlorination process on the decomposition of the starting material. Ethanesulfonyl fluoride serves as a suitable starting material for the high-yield syntheses of pentafluoroethanesulfonyl fluoride and pentafluoroethanesulfonic acid. The electrochemical reduction of alkane-and chloroalkane-sulfonyl chlorides was investigated by cyclic voltammetry in order to explain the behaviour of these compounds during the Simons process.
REACTIVITE DES ESTERS SULFONIQUES ET PYROSULFONIQUES PERFLUORES RFSO3RF ET RFSO3SO3RF. HETEROLYSE DE LA LIAION S-O
Oudrhiri-Hassani, M.,Brunel, D.,Germain, A
, p. 163 - 178 (2007/10/02)
Perfluoroalkyl perfluoroalkanesulfonates RFSO3R'F (RF, R'F = CF3, C2F5) and perfluoroalkyl perfluoroalkanepyrosulfonates RFSO3SO3RF, mixed with perfluoroalkanesulfonic acids (CF3SO3H or C2F5SO3H) decompose thermally.Depending on the starting materials, different products result from nucleophilic attack of a perfluoroalkanesulfonate anion of the acid on the sulfur atom of the sulfonate group of the ester, with heterolysis of the S-O bond.Therefore, under these conditions, the perfluorinated esters are not perfloroalkylating agents, but rather perfluorosulfonylating agents.
OXYDATION ANODIQUE DE IODOPERFLUOROALCANES DANS LES ACIDES PERFLUOROALCANESULFONIQUES. PREPARATION DE NOUVEAUX ESTERS SULFONIQUES TOTALEMENT FLUORES RFSO3R'F A LONGUES CHAINES
Germain, A.,Commeyras, A.
, p. 487 - 492 (2007/10/02)
Perfluorinated sulphonic esters RFSO3R'F and fluorosulphates FSO3R'F, are easily obtained by anodic oxidation of iodoperfluoroalkanes R'FI in perfluoroalkene sulphonic acids RFSO3H (RF=CF3, C2F5, C4F9) and fluorosulphuric acid.With di-iodo compound I(CF2)4I, the mono and the diester can be selectively obtained.The alkaline hydrolysis of these esters produces perfluorinated carboxylic compounds.Polyfluorinated iodide R'FCH2CH2I are also oxidized in similar conditions.The mechanism of the electrolytic reaction is discussed.
SYNTHESIS AND REACTIONS OF PENTAFLUOROETHANESULFINIC AND PENTAFLUOROETHANESULFONIC ACIDS
Radchenko, O. A,Il'chenko, A. Ya.,Yagupol'skii, L. M.
, p. 421 - 425 (2007/10/02)
Pentafluoroethylmorpholinodifluorosulfurane was synthesized by the reaction of morpholinotrifluorosulfurane with tetrafluoroethylene in the presence of potassium fluoride and 18-crown-6.Hydrolysis of the products gave pentafluoroethanesulfinic acid, and oxidation gave pentafluoroethanesulfonic acid.The derivatives of these acids are described.
