Sulfuryl fluoride, reaction with

Other preparations of trifluoromethanesulfonic acid kiclude oxidation of methyltrifluoromethyl sulfide under a variety of conditions (10,11). Perfluorosulfonyl fluorides have also been prepared by reaction of fluoroolefkis with sulfuryl fluoride (12,13). Chinese chemists have pubflshed numerous papers on the conversion of telomer-based alkyl iodides to sulfonyl fluorides (14,15) (eqs. 8 and 9) ... 

Catalysis. Catalytic properties of the activated carbon surface are useful in both inorganic and organic synthesis. For example, the fumigant sulfuryl fluoride is made by reaction of sulfur dioxide with hydrogen fluoride and fluorine over activated carbon (114). Activated carbon also catalyzes the addition of halogens across a carbon—carbon double bond in the production of a variety of organic haUdes (85) and is used in the production of phosgene... 

Sulfuryl fluoride is produced by the reaction of S02 or S02C12 with fluorine. 

Sulfuryl Azide Fluoride. N3S02.F mw 125.09 N 33.60%- liq. Prepn is by reacting Li azide with sulfuryl fluoride in a mixt of dimethylformamide and dimethyl ether at 25° for 19 hrs with stirring. Excess volatiles are then removed at —66° under vac. The reaction flask is then warmed to RT and the azide prod is distld off to a cooled receiver. The authors (Ref 3) report that the azide is believed to be an expl Refs 1) Gmelin, Syst Nr 9, Tell B, Lieferung B (1963), 1562 ff 2) W. Trauble A. Vocker-odt, Uber Hydrazine und Azidosulfonsaure , Ber 47, 938 (1914) CA 8, 2130 (1914)... 

Sulfuryl fluoride has also been shown to react readily with aqueous solutions of the nucleophiles NH i, [PhO] , and [CN] giving S02(NH2)2, PhOS02F, and [S04]2", respectively. In these reactions the nucleophile is thought to attack the sulfur atom of S02F2 and displace the fluoride ion (138). 

Reaction of amidrazones with sulfuryl fluoride leads to the formation of 1,2,3,5-thiatriazole 1,1-dioxides. Knollmuller and Kosma have found that amidrazones 33 do not react with sulfuryl fluoride in the presence of triethylamine. The use of a stronger base such as butyllithium allowed the preparation of 2,5-dihydro-l,2,3,5-thiatriazole-1,1-dioxides 34 (Equation 9) <1985M1321>. 

Sulfuryl fluoride has been prepared by a number of methods. Most of these consist of the fluorination of a sulfur-oxygen compound, as in the direct reaction of elemental fluorine with sulfur dioxide,1 a metal sulfate, or a metal thiosulfate.2 A well-known exception to this general method is the pyrolysis of barium fluorosulfate 3... 

Previous methods for the preparation of sulfuryl fluoride have involved either the reaction of elemental fluorine with a variety of sulfur-oxygen compounds or the reaction of silver fluoride with sulfur dioxide. A very simple procedure for the preparation of sulfuryl fluoride in good yield involves the reaction of potassium fluorosulfite with chlorine gas. ... 

If the upper half of the reaction tube is heated to 170 to 180° by means of an electric tube furnace, the sulfuryl chloride fluoride (formed in the lower half of the tube) reacts with potassium fluorosulfite in the heated portion of the tube to produce sulfuryl fluoride. The reaction is substantially complete when the narrow warm zone characteristic of the formation of sulfuryl chloride fluoride has reached the externally heated portion of the tube, where the SO2CIF SO2F2 transformation takes place. A mixture of the two liquid products is formed in the flask surrounded with Dry Ice the two products can be separated easily by fractional distillation and may be identified by their infrared or mass spectra. ... 

SULFURYL FLUORIDE (2699-79-8) FjSOj A noncombustible, compressed gas. Reacts with moisture, acids, alcohols, releasing hydrofluoric acid and sulfuric acid. Violent reaction with strong oxidizers bases, amines, amides, and inorganic hydroxides ethers, especially in the presence of metal salts. High temperatures may cause cylinders to burst, see 29 CFR 1910.101 for specific storage regulations. 

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). 

R. Appel, H. Rittersbacher, Chem. Ber. 1964,97, 849-851. Reaction of sulfuryl diisocyanate with halosulfuric acids. A simple method for the preparation of fluorosulfonyl isocyanate and imidobis(sulfuryl fluoride). 

Pure diastereoisomers of 0,0-dinucleoside-0-methyl thiophosphate 36a,b Rp and Sp are readily available (21a,b), and their reaction with sulfuryl chloride fluoride is either fully stereoselective (36a, Rp) or highly selective (36b, Sp) (22). 

Besides radical additions to unsaturated C—C bonds (Section III.B.l) and sulfene reactions (see above), sulfonyl halides are able to furnish sulfones by nucleophilic substitution of halide by appropriate C-nucleophiles. Undesired radical reactions are suppressed by avoiding heat, irradiation, radical initiators, transition-element ion catalysis, and unsuitable halogens. However, a second type of undesired reaction can occur by transfer of halogen instead of sulfonyl groups283-286 (which becomes the main reaction, e.g. with sulfuryl chloride). Normally, both types of undesired side-reaction can be avoided by utilizing sulfonyl fluorides. 

Xenon difluoride labelled with positron-emitting F has been prepared by reaction of cyclotron produced [ F]p2 with xenon [88]. This low-yielding method requires high pressure. [ F]Xep2 was also obtained by treating sulfuryl chloride fluoride solutions of Xep2 in fluorinated ethylene propylene vessels with Bronst-... 

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