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Fluorosulfonic acid

Manufacture Fluorosulfonic acid is produced by feeding liquid hydrogen fluoride with cooling into a solution of sulfur trioxide in fluorosulfonic acid. [Pg.120]

The value of the equilibrium constant for the selfionization process 8.46 is notably large. In addition, other equilibria such as 8.47 are involved to a lesser extent. 2H2SO4 [H3S04]+ + [HSO4]- [Pg.223]

Sulfuric acid is a highly acidic solvent and most other acids are neutral or behave as bases in it we have already noted the basic behaviour of HNO3. Initial proton transfer (equation 8.8) leads to the formation of the protonated acid [H2N03]+, and in such cases, the resulting species often eliminates water (equation 8.9). Protonation of H2O follows (equation 8.10). [Pg.223]

The species H[B(H804)4] has not been isolated as a pure compound, but a solution of this acid can be prepared by dissolving boric acid in oleum (equation 8.51) (see Section 15.9) and can be titrated conductometrically against a solution of a strong base such as KH8O4 (equation 8.52). [Pg.223]

In a conductometric titration, the end point is found by monitoring changes in the electrical conductivity of the solution.  [Pg.223]

Few species function as strong acids in H28O4 medium perchloric acid (a potent acid in aqueous solution) is essentially non-ionized in H28O4 and behaves only as a very weak acid. [Pg.223]


In another process fluorosulfonic acid is treated with boric acid ... [Pg.161]

The stmcture of the ketones produced from unsymmetrical internal perfluoroepoxides has been reported (5). The epoxide ring may also be opened by strong protic acids such as fluorosulfonic acid or hydrogen fluoride at elevated temperatures (23—25). The ring opening of HFPO by sulfur trioxide at 150°C has been interpreted as an example of an electrophilic reaction (26) (eq. 3). [Pg.303]

THE can be polymerized by many strongly acidic catalysts, but not all of them produce the requked bitimctional polyether glycol with a minimum of by-products. Several large-scale commercial polymerization processes are based on fluorosulfonic acid, HESO, catalysis, which meets all these requkements. The catalyst is added to THE at low temperatures and an exothermic polymerization occurs readily. The polymerization products are poly(tetramethylene ether) chains with sulfate ester groups (8). [Pg.364]

Sulfur dichloride reacts with hexafluoropropene ia the presence of fluorosulfonic acid at 30—60°C to give the foUowiag (161) ... [Pg.139]

Arsenic trifluoride (arsenic(III) fluoride), AsF, can be prepared by reaction of arsenic trioxide with a mixture of sulfuric acid and calcium fluoride or even better with fluorosulfonic acid. Chlorine reacts with ice-cold arsenic trifluoride to produce a hygroscopic soHd compound, arsenic dichloride trifluoride [14933-43-8] ASCI2F35 consisting of AsQ. and AsF ions (21). Arsenic trifluoride forms a stable adduct, 2AsF2 SSO, with sulfur trioxide and reacts with nitrosyl fluoride to give nitrosonium hexafluoroarsenate(V) [18535-07-4] [NO][AsFg]. [Pg.333]

Acids are poor catalysts for ring cleavage of thiirane 1,1-dioxides but are good catalysts for reactions of thiirane 1-oxides with nucleophiles. These reactions of episulfoxides are believed to proceed by protonation of the oxygen atom (but see the NMR evidence cited above for 5-protonation in fluorosulfonic acid) and will be treated in the section on nucleophilic reactions. [Pg.146]

When the alcohol 1 is dissolved in fluorosulfonic acid at — 136°C and then allowed to warm to — 110°C, it gives rise to a cation having a C-NMR spectmm consisting of five lines in the intensity ratio 2 1 2 2 2. Suggest possible stmctures for this cation, and discuss any stabilizing features which might favor a particular stmcture. [Pg.548]

Chemical Designations - Synonyms Fluorosuliiiric acid, Fluorosulfonic acid Chemical Formula FSO3H. [Pg.184]

The monofluoromethylene group and difluoromethyl group m 1H perfluoro-alkanes and -cycloalkanes are oxidized at the C-H bond to perfluoroalkyl and perfluorocycloalkyl fluorosulfates by anodic oxidation m fluorosulfonic acid [J, 4] Two modifications of the method are used ox idation by fluorosulfonyl peroxide generated pnor to the reaction [J] (equation 2A) and direct electrolysis m the acid [i, 4] (equabons 2B and 3)... [Pg.321]

Hexafluoropropene is converted to its 1,2-epoxide in 55% yield by bubbling through a solution of chromium tnoxide in fluorosulfonic acid [8], the analogous reaction with a mixture of chromium trioxide and dichromium tnoxide gives pentafluoroacetonyl fluorosulfate [.5] (equation 6)... [Pg.323]

Electrochemical oxidation of oi-hydrogenperfluoro- and perfluorocarboxyhc acids in fluorosulfonic acid gives fluoroalkylfiuorosulfates [i] (equation 71). [Pg.346]

Nitronium fluorosulfate in fluorosulfonic acid adds electrophilically across the double bond offluoroolefins in a nonspecific manner. Tnfluorochloroethylene reacts accordingly with nitronium fluorosulfate to give a 2.1 mixture of regio-isomers [7] (equation 7). Under these reaction conditions perfluoropropylene is unreactive even after extended heating at 80 C 2-Nitroperfluoropropyl fluorosulfate is obtained on treatment of the perfluoropropylene with nitronium fluorosulfate in antimony pentafluoride [5] (equation 8). [Pg.389]

Octafluoroisobtttylene, whose double bond has reduced electron density and limited accessibility, reacts with sulfur tnoxidg under vigorous conditions The reaction mixture contains various components including bis-oi-tnfluorometh-yldifluoroethane-P-sultone, bis(a-trifluoromethyldifluoroethane)-(i-pyrosultone, the heptafluoroisobutenyl ester of fluorosulfonic acid, and the heptafluoroiso-butenyl ester of fluoropyrosulfomc acid [73] (equation 4)... [Pg.404]

The preparation of trifluoromethyl trifluoromethanesulfonate was reported by Olah and Ohyama [29]. In this safe and practical method, trifluoromethanesulfonic acid and fluorosulfonic acid are used [29] (equation 27). [Pg.575]

In general, fluorinated sulfonic acids can be used as eatalysts for various cationic cyclizations Typical examples are the triflic acid catalysis in the double cyclization of A,VV-dibenzylpropynylamine [82] (equation 30) and the fluorosulfonic acid catalyzed condensation of phenylacetaldehyde [<5J] (equation 31)... [Pg.953]

TMSOCH2CH2OTMS, TfOH or FsOH (fluorosulfonic acid), BTMSA [bis(trimethylsilyl)acetamide] orBTMSU [bis(trimethylsilyl)urea], 76-97% yield-" ... [Pg.316]

The lack of any difference in the rate of isomerization between fluoro-sulfonic acid solutions of 34 which had been thoroughly degassed, and those which were saturated with oxygen, suggests that the reaction does not proceed via a triplet mechanism. In fluorosulfonic acid no unproton-ated acid is detected, ruling out the possibility of n,7r excitation. Thus, there is little doubt in this case that it is the Tr,Tr singlet state which is the reactive species. Experiments carried out with a variety of methyl-substituted protonated cydohexadienones have likewise ruled out the... [Pg.137]

Several investigations into the photochemistry of eucarvone have shown that upon irradiation it isomerizes to a mixture of products whose composition is solvent-dependent (Biichi and Burgess, I960 Hurst and Whitham, 1963 Shuster et al., 1964 Shuster and Sussman, 1970 Takino and Hart, 1970 Hart and Takino, 1971). Ionic intermediates have been invoked in the case of polar solvents (Chapman, 1963). Irradiation of protonated eucarvone 58 in fluorosulfonic acid seems to... [Pg.142]

The balance of the compounds in Table VIII support the earlier statement that any compound containing fluorine is toxic to moths. These fluorinated hydrocarbons, phenols, acids, sulfonic acids, and sulfones probably act against moths as stomach poisons. The fluorosulfonic acid derivatives and the sulfone with a fluorinated substituent were key compounds whose toxicity to moths laid the groundwork for the deductions which led to the synthesis and testing of DDT as an insecticide. [Pg.170]

A similar effect is achieved by Af-methylation of the imidazolide with fluorosulfonic acid methyl estertl8] or methyl trifluoromethylsulfonatet ] as catalyst ... [Pg.230]

The first carbonyl complex of gold, [AuCl(CO)], was prepared in 192 52080,2081 and since then only a few more derivatives have been obtained. The [AuBr(CO)] derivative was prepared later and is unstable in the solid state.2082,2083 The reductive carbonylation of Au(S03F)3 in fluorosulfonic acid leads via [Au(CO)2]+ (solvent) to solid [Au(S03F)(C0)] (Scheme 30).2084 [Au(CO)2]+ salts are produced in strongly ionizing protic acids or in Lewis acids such as SbF5. [Pg.1026]

Attempts of further nitration of dinitro derivative 83 under usual conditions failed. Using 100% nitric acid in fluorosulfonic acid or trifluoromethanesulfonic acid, reagents useful for nitration of deactivated aromatic systems led to the formation of moisture-sensitive nitration products, which undergo further oxidation to give o-quinone-like species 84 and 85. Using the latter conditions, compound 86 can be isolated in 20% yield and converted into the tetraoxo derivative 85 by heating at 220°C (Scheme 4) <1996JOC1898>. [Pg.381]

Alkyl migration has not been found in protonated furan derivatives. Neither 2,5-dimethylfuran nor 2,3,5-trimethylfuran undergo any change other than protonation in fluorosulfonic acid containing antimony pentafluoride. On the other hand, migrations will occur during cyclization until the product corresponds to a protonated furan (Scheme 29).19... [Pg.198]

Fluorosulfonic acid can be used in fluorination reactions, and it functions as a catalyst in reactions such as alkylation and polymerization. One of the most important uses of FS03H and C1S03H is as sulfonating agents to introduce the -S03H group into various organic materials. [Pg.536]

In fluorosulfonic acid the anodic oxidation of cyclohexane in the presence of different acids (RCO2H) leads to a single product with a rearranged carbon skeleton, a 1-acyl-2-methyl-1-cyclopentene (1) in 50 to 60% yield (Eq. 2) [7, 8]. Also other alkanes have been converted at a smooth platinum anode into the corresponding a,-unsaturated ketones in 42 to 71% yield (Table 1) [8, 9]. Product formation is proposed to occur by oxidation of the hydrocarbon to a carbocation (Eq. 1 and Scheme 1) that rearranges and gets deprotonated to an alkene, which subsequently reacts with an acylium cation from the carboxylic acid to afford the a-unsaturated ketone (1) (Eq. 2) [8-10]. In the absence of acetic acid, for example, in fluorosulfonic acid/sodium... [Pg.128]

Tab. 1 Anodic oxidation of alkanes in fluorosulfonic acid, 1.1 M acetic acid... Tab. 1 Anodic oxidation of alkanes in fluorosulfonic acid, 1.1 M acetic acid...
As discussed, there are various methods of cation-radical generation. Every individual case needs its own appropriate method. A set of these methods is continuously being supplemented. For example, it was very difficult to prepare the cation-radicals of benzene derivatives with strong acceptor groups. However, some progress has been achieved, thanks to the use of fluorosulfonic acid, sometimes with addition of antimony pentafluoride, and lead dioxide (Rudenko 1994). As known, superacids stabilize cationic intermediates (including cation-radicals) and activate inorganic oxidants. The method mentioned is effective at -78°C. Meanwhile, -78°C is the boundary low temperature because the solution viscosity increases abruptly. This leads to the anisotropy of a sample and a sharp deterioration in the ESR spectrum quality. [Pg.91]

Reaction Scheme I. Polymerization of THE with esters of fluorosulfonic acids... [Pg.244]


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Fluorosulfonate

Fluorosulfonates

Fluorosulfonations fluorosulfuric acid

Fluorosulfones

Fluorosulfonic acid catalyst

Fluorosulfonic acid esters

Fluorosulfonic acid esters amide alkylation

Fluorosulfonic acid esters methyl fluorosulfonate

Fluorosulfonic acid, reaction

Fluorosulfonic acid, reaction with benzene

Fluorosulfonic acids, polymerization

Fluorosulfonic/fluorosulfuric acid

Physical properties of fluorosulfonic acid

Solvents fluorosulfonic acid

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