Fluorine fluorosulfonate

Dudley, working with Cady and Eggers, in 1955 obtained fluorine fluorosulfonate by combining sulfur trioxide with fluorine at about 200°, or by the reaction of fluorine with sulfamic acid. The compound is colorless and it has an odor resembling that of oxygen fluoride. It reacts with a solution of sodium hydroxide and with potassium iodide solution according to the equations ... 

The product of Wannagat and Mennicken (314) (see Section III.R.4) contained a small amount of material which was not obtained pure, but had a composition close to S206F2. The properties of this material differed considerably from those of a pure form of S2O6F2, peroxydisulfuryl difluoride, reported in 1957 by Dudley and Cady (77). It is, therefore, not certain that the two substances are the same. The compound is easily produced by the reaction of fluorine with an excess of sulfur trioxide at about 250° or by the reaction of fluorine fluorosulfonate with sulfur trioxide. 

Arsenic pentafluoride can be prepared by reaction of fluorine and arsenic trifluoride or arsenic from the reaction of NF O and As (16) from the reaction of Ca(FS02)2 and H AsO (17) or by reaction of alkaH metal or alkaline-earth metal fluorides or fluorosulfonates with H AsO or H2ASO2F (18). 

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)... 

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. 

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. 

The highest yield of perchloryl fluoride (97%) was achieved with a mixture of fluorosulfonic acid and SbFj as fluorinating medium. Potassium, sodium, lithium, magnesium, barium, calcium, and silver perchlorates and perchloric acid itself undergo the reaction. Commercial reagents are used and their additional puriflcation is not necessary unlike all the previous methods the preparation of perchloryl fluoride by this method can be carried out at room temperature. At high temperature (100°-135°C) the reaction time is 1-10 min in all, which allows the process to be carried out continuously in a packed column. The purity of product obtained after the usual puriflcation reaches 98% and over air and carbon dioxide are present as trace impurities 23). 

Fertilizer Acid Filmerine Fish Oil Flaxseed Oil Flowers of Antimony Fluorine Fluoroethylene Fluorosilicic Acid Fluorosulfonic Acid Fluorosulfuric Acid Fluorspar Fluosilicic Acid Fluospar... 

In spite of the fact that cesium fluoride is very expensive and needs care in handling (very hygroscopic ), it is the reagent of choice for several reactions where halogens and fluorosulfonate groups have to be replaced by fluorine in aromatic and heterocyclic compounds. Cesium fluoride is more reactive than potassium fluoride and also possesses greater solubility. Often a phase-transfer catalyst is added to aid and enhance the reaction rate and yield of the products. 

An example of an er-fluorosulfonic acid ester is provided in the same scheme. Lastly, there is a comparison of a bis-sulfone and the carbanion formed by deprotonation. Note the significant shielding of the fluorine substituent in the carbanion. 

Fluorosulfonic acid is a fluorinating agent, and it also functions as an acid catalyst for alkylation, polymerization, and other reactions. Finally, both HSO3F and HSO3CI are... 

The reaction of phenyl sulfides with methyl fluorosulfonate and cesium fluoride yields mono-fluorinated compounds 6 in fair to good yield under mild conditions, Methyl fluorosulfonate serves to alkylate the sulfides, thus creating in situ sulfonium salts which are excellent leaving... 

Moissan and Lebeau (1901) produced sulfuryl fluoride by the combination of sulfur dioxide with fluorine (217). Other processes which have been used to produce the gas are (a) the thermal decomposition of barium fluorosulfonate or certain other fluorosulfonates (188, 221, 808), (b) the reaction of sulfur dioxide with chlorine and hydrogen fluoride in the presence of activated charcoal at 400° (11), (c) the reaction of sulfur dioxide and chlorine with potassium or sodium fluoride at 400° (328), (d) the disproportionation of sulfuryl chlorofluoride at 300-400° (328), (e) the reaction of sulfuryl chloride with a mixture of antimony trifluoride and antimony pentachloride at about 250° (86), (f) the reaction of sulfur dioxide with silver difluoride (86), (g) the reaction of thionyl fluoride with oxygen in an electrical discharge (314), (h) electrolysis of a solution of fluorosulfonic acid in hydrogen fluoride (264), ( ) the reaction of fluorine with sodium sulfate, sodium sulfite or sodium thiosulfate (229, 239), (j) the reaction of hydrogen fluoride with sulfuryl chloride (820). 

Direct fluorination of pyridine can also be carried out using CSSO4F as a source of fluorine. It was shown that pyridine readily reacts with CSSO4F at room temperature producing a mixture of different products (2-fluoro-, 2-fluorosulfonate- and 2-chloro- or 2-aLkoxypyridines). ... 

FluoroSLIP 221N1, FluoroSLIP 225, FluoroSLIP 425, FluoroSLIP 511. See Fluorinated ethylene/propylene Fluorosulfonic acid... 

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