Fluorosulfonic Acid Research Articles

ChemInform Abstract: The Facile Addition of Fluorosulfuric Acid to an Epoxide.

AbstractAus den Epoxiden (Ia)‐(Ic) und (Ie) erhält man mit Fluorsulfonsäure über die z.Tl. isolierbaren Zwischenstufen (III) die cyclischen Sulfite (IV), die auch aus (I) und Schwefeltrioxid erhalten werden können.

Proton NMR method for the quantitative determination of the water content of the polymeric fluorosulfonic acid Nafion-H

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTProton NMR method for the quantitative determination of the water content of the polymeric fluorosulfonic acid Nafion-HNigel J. Bunce, Susan J. Sondheimer, and C. A. FyfeCite this: Macromolecules 1986, 19, 2, 333–339Publication Date (Print):February 1, 1986Publication History Published online1 May 2002Published inissue 1 February 1986https://doi.org/10.1021/ma00156a015RIGHTS & PERMISSIONSArticle Views1071Altmetric-Citations65LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (924 KB) Get e-Alerts Get e-Alerts

ChemInform Abstract: Interaction of Sulfur Dichloride with Hexafluoropropene in the Presence of Fluorosulfonic Acid.

AbstractSchwefeldichlorid (II) reagiert in Gegenwart von Fluorsulfonsäure (III) mit Hexafluorpropylen (I) unter Bildung eines Gemisches von 2‐Chlor‐hexa‐ fluorpropylfluorsulfat (IV) und 2‐Chlorthio‐hexafluorpropyl‐fluorsulfat (V).

C–C bond formation from dimethyl ether via a radical mechanism in the presence of strong acid

The selective radical dimerization of dimethyl ether by peroxodisulphuryl difluoride in fluorosulphuric acid, suggests that a radical intermediate for initial C–C bond formation in the conversion of methanol in the conversion of methanol into hydrocarbons is a possibility.

Formula omitted

The title compound 3 was isolated as the major product from methoxide quenching of a solution of 8-methyl-endo-tricyclo[3.2.1.02'4octan-syn-8-o1 1 in fluorosulfonic acid.

Stabilization of a carbodication by a tetrahedral molybdenum-carbon cluster

The reaction of Cp 2Mo 2(CO) 4-μ-(HOCH 2CCCH 2OH) with HBF 4 gives the monocation [Cp 2Mo 2(CO) 4(CH 2CCCH 2OH)] + which can be isolated as its fluoroborate salt, which in FSO 3H or CF 3COOH (TFA) solution forms the dication [Cp 2Mo 2(CO) 4(CH 2CCCH 2)] 2+. Treatment of the monocation solution in TFA by (CF 3CO) 2O followed by addition of aqueous HBF 4 and ether yielded the stable crystalline fluoroborate. 1H and 13C NMR spectra of the mono- and dications in various solvents were investigated.

Cyclization and rearrangement of diterpenoids. IV. Synthesis of Δ12- and Δ13(14)-iso-20-deoxyluteones

Δ12- and Δ13(14)-Iso-20-deoxyluteones have been synthesized from 13E- and 13Z-bicyclogeranylgeranylacetones. The latter were reduced to the corresponding alcohols, which were acetylated, and the acetates obtained were cyclized with fluorosulfonic acid in nitropropane. The reaction product was saponified to a mixture of tricyclic alcohols which were oxidized with the chromium trioxidepyridine complex to a mixture of Δ12- and Δ13(14)-iso-20-deoxyluteones and this was separated chromatographically.

Reaction of sulfur monochloride with hexafluoropropylene in the presence of fluorosulfonic and chlorosulfonic acids

In the reaction of sulfur chlorides with hexafluoropropylene in the presence of halosulfonic acids products of conjugated electrophilic addition are produced. Bis[(β-halosulfonyloxy)hexafluoroisopropyl] trisulfides are formed as a result of the reaction of 2-(chlorodithio)hexafluoropropyl halosulfates with halosulfonic acids.

Fluorine containing ansolvo super acids and intercalants in graphite—a common link

Ansolvo super acids and intercalants in acceptor graphite intercalation compounds (GICs) must both be excellent electron acceptors, a property most frequently encountered in coordinatively seemingly unsaturated fluorine containing compounds. Interestingly AsF 5 and SbF 5 have served in both capacities. There is a crucial difference however: the intercalation process is a red-ox reaction with the exact nature of the intercalate unclear and often subject to controversies. The acceptor ability of ansolvo super acids is directed towards anion abstraction to generate coordinatively saturated super acid anions, capable of generating and stabilizing unusual cations either in solution or in solids. The oxidative intercalation to generate the super acid anion SO 3F − in graphite, the physical properties and bonding will be discussed. Its reaction with AsF 5 and SbF 5 and the protic acids HSO 3F and HSO 3CF 3 will be described. A generally applicable, interacting ion model will be proposed to describe bonding and electron transfer. The development of SO 3X-based super acid systems in HSO 3X, with X = F or CF 3 will be developed and the preparation aimed at M(SO 3X) 4 will be discussed for a wide range of metals. Solution studies on the systems Pt(SO 3F) 4HSO 3F, Sn(SO 3CF 3) 4HSO 3CF 3 and An(SO 3F) 3HSO 3F will be described. Preparative attempts to stabilise a number of unusual cations will illustrate the effectiveness of the ansolvo super acids developed by us.

Reaction of thionyl chloride with tetrafluoroethylene in fluorosulfonic acid

Reaction of thionyl chloride with tetrafluoroethylene in fluorosulfonic acid

Synthesis and reactions of perfluoro-α-oxides derived from trimers of hexafluoropropene

α-Oxides of all three isomers of hexafluoropropene trimer can be made very conveniently by direct epoxidation of corresponding olefins, using aqueous sodium hypochlorite in the presence of a polar co-solvent (e. g. acetonitrile). Epoxidation proceeds readily and results in high yilds of α-oxides (I–III). The epoxidation reaction's stereochemistry is discussed. ▪ The behaviour of compounds (I–III) in reactions with some nucleophilic (CsF, Et 3N, LiAlH 4, CH 3ONa) and electrophilic (SbF 5, HSO 3F) agents is studied. The effect of steric and electron factors on the reactivity behaviour of these materials will be discussed.

New bifunctional compounds derived from perfluoroolefins

Fluorinated olefins like tetrafluoroethylene or hexafluoropropene react with electrochemically produced peroxydisulfuryldifluoride in fluorosulfonic acid to form oligomeric bisfluorosulfates of formulas I and II. ▪ The composition of I and II has been determined. In addition, the structures of the isomeric substances in II m = 2 have been elucidated. The bisfluorosulfates are used for the preparation of bifunctional compounds, especially with two functional groups of different reactivity. The used synthetic pathways will be presented.

Reactions of chlorine and bromine fluorosulfates with perfluoroalkyl halides in a strongly acidic medium

1. Chlorine fluorosulfate is more active than bromine fluorosulfate in the substitution reaction of halogen atom in alkyl halides by the fluorosulfate group. 2. In a fluorosulfonic acid medium containing antimony pentafluoride, the reaction with chlorine fluorosulfate leads to the substitution of the primary chlorine atom in perfluoro-alkyl chlorides, and also the primary and secondary bromine atoms in perfluoroalkyl bromides by the fluorosulfate group under mild conditions.

Reaction of sulfur dichloride with hexafluoropropylene in the presence of fluorosulfonic acid

Reaction of sulfur dichloride with hexafluoropropylene in the presence of fluorosulfonic acid

Syntheses of (1,1-dihydroperfluoroalkyl)aryliodonium triflates and their analogues

(1,l-Dihydroperfluoroalkyl)phenyl- and - p -fluorophenyliodonium triflates 2 and 3 were synthesized by the reaction of l-bis(trifluoroacetoxy)iodo-1,l-dihydroperfluoroalkanes 1 with triflic acid and benzene or fluorobenzene in 1,1,2-trichlorotrifluoroethane. The use of fluorosulfonic acid and sulfuric acid instead of triflic acid afforded (1,l-dihydroperfluoroalkyl) phenyliodonium fluorosulfonate 4 and sulfate 5 , respectively. Similarly, (1,1,ω-trihydroperfluoroalkyl)phenyliodonium triflate 7 and 1,1,5,5-tetrahydroperfluoropentane-l,5-bisphenyliodonium triflate 9 were synthesized.

Nouvelle methode de preparation de l'acide difluorophosphorique

A new and simple method of preparation of difluorophosphonic acid HPO 2F 2 is by the direct fluorination of PO 4 3− by HSO 3F. The yield of HPO 2F 2, which can be quantitative, is determined by the ratio HSO 3F/PO 4 3−. The successive fluorination steps of PO 4 3− (PO 4 3−→ PO 3F 2−→ PO 2F 2− → POF 3) have been identified.

Metallotropic η 5 → η 6 rearrangement in indenyltricarbonyl complexes of manganese and rhenium in an acid medium

An IR spectroscopic study has shown that the reactions of (η 5-C 9H 7)M(CO) 3 (M = Mn, Re) and (η 5-C 13H 9)Mn(CO) 3 with AlCl 3·HCl and FSO 3H involve metallotropic η 5 → η 6 rearrangement in which the metal carbonyl group migrates from the five- to the six-membered ring of the aromatic ligand. The reverse η 6 → η 5 rearrangement is initiated by bases.

Competitive binding of fluorosulfate anion in reactions of halogens and nitronium borofluoride with olefins

Reactions of olefins with chlorine in the presence of fluorosulfonic acid salts lead toβ-chloroalkyl fluorosulfates together with 1,2-dichlorides. The addition of nitronium borofluoride to ethylene in the presence of tetraethylammonium fluorosulfate gives 2-nitroethyl fluorosulfate. These reactions confirm the general character of the competitive binding of superweak nucleophiles in AdE reactions.

Methyltin hydrides in fluorosulphuric acid

Stannane or the methylstannanes SnMe4–nHn(n= 1–4) react in fluorosulphuric acid at low temperature (–90°C) to produce SnMe3–nHn+(n= O–3) and 1H, 13C, and 119Sn n.m.r. spectroscopy have been used in their characterisation. Hydrogen-evolution, 119Sn n.m.r., and Mossbauer evidence is presented to show that at higher temperatures these species decompose to Sn2+, Sn2+ plus SnMe22+ and SnMe22+ depending on the starting hydride.

The determination of the acidity of super-acid media by dynamic nuclear magnetic resonance measurements: the system fluorosulphuric acid–antimony pentafluoride

N.m.r. measurements of the lifetime of the oxonium ion in mixtures of fluorosulphuric acid and antimony pentafluoride are used to derive relative acidities of media containing between 14 and 82 mol % of SbF5. The acidity increases monotonically up to at least 80 mol % SbF5. The assumptions underlying the method are critically examined.