640723-20-2

Basic information

• Product Name: fluorosulfonyl fluoride
• CAS NO: 640723-20-2
• Molecular Weight: 102.062
• Mol File: 640723-20-2.mol

Chemical Properties

• CAS DataBase Reference: fluorosulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: fluorosulfonyl fluoride(640723-20-2)
• EPA Substance Registry System: fluorosulfonyl fluoride(640723-20-2)

Safety Data

• Hazardous Substances Data: 640723-20-2(Hazardous Substances Data)

Upstream product

• 7791-25-5 sulfuryl dichloride 
• 7664-39-3 hydrogen fluoride 
• 717-45-3 4-fluoro-1,3-dibenzenedisulfonyl chloride 
• 7446-09-5 sulfur dioxide 
• 13536-85-1 fluorosulfuryl hypofluorite 
• 12395-41-4 bis(pentafluorosulfur) peroxide 
• 13780-57-9 pentafluorosulfanyl chloride 
• 2551-62-4 sulfur(VI) hexafluoride 
• 1493-13-6 trifluorormethanesulfonic acid 
• 7783-81-5 uranium hexafluoride 
• 7782-41-4 fluorine 
• 7704-34-9 sulfur 
• 112926-00-8 silica gel 
• 5329-14-6 aminosulfonic acid 

Downstream Products

• 13455-22-6 potassium fluorosulfonate 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 7789-23-3 potassium fluoride 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 14984-73-7 bis(fluorosulfonyl)amide 
• 42158-97-4 1,4-phenylene bis(sulfurofluoridate) 
• 133042-64-5 1-<(Fluorosulfonyl)oxy>naphthalene 
• 14930-22-4 bis(perfluoroethyl)sulfone 
• 14856-91-8 perfluoroisopropylsulfonyl fluoride 
• 16984-48-8 fluoride 
• 14808-79-8 Sulfate 
• 7446-09-5 sulfur dioxide 
• 7446-11-9 sulfur trioxide 

Relevant articles and documents

Some chemistry of difluorodiazine

Difluorodiazine undergoes reaction with some sulfur oxides and sulfur and phosphorus fluorides and oxyfluorides. These reactions are characterized by fluorination or fluorination with oxygen elimination. The quantitative syntheses of difluoramidosulfuryl fluoride, FSO2NF2, and pentafluorosulfur difluoramine, SF5NF2, and a high yield preparation of sulfuryl bromide fluoride, FSO2Br, are given. The isomerization of trans-N2F2 was accomplished at a temperature lower than formerly described.

Chemoselective Hydro(Chloro)pentafluorosulfanylation of Diazo Compounds with Pentafluorosulfanyl Chloride

Pentafluorosulfanyl chloride (SF5Cl) is the most prevalent reagent for the incorporation of SF5 group into organic compounds. However, the preparation of SF5Cl often relies on hazardous reagents and specialized apparatus. Herein, we described a safe and practical synthesis of a bench-stable and easy-to-handle solution of SF5Cl in n-hexane under gas-reagent-free conditions. The synthetic application of SF5Cl was demonstrated through the unprecedented reaction with diazo compounds. The chemoselective hydro- and chloropentafluorosulfanylations of α-diazo carbonyl compounds were developed in the presence of K3PO4 or copper catalyst, respectively. These reactions provide a direct and efficient access to various α-pentafluorosulfanyl carbonyl compounds of high value for potential applications.

Reductive photo-chemical separation of the hexafluorides of uranium and molybdenum

Two new techniques are described for the separation of molybdenum hexafluoride (MoF6) from uranium hexafluoride (UF6). Both separation techniques utilize the differences displayed by the hexafluorides in their ability to absorb light in the near UV region. Because UF6 absorbs light in the near UV region and MoF6 does not, this observation was used to selectively reduce UF6 to uranium pentafluoride (UF5) through irradiation with 395 nm light in the presence of a suitable reducing agent. Two reducing agents were chosen for this study: gaseous, liquid, or super-critical carbon monoxide (CO) and liquid sulfur dioxide (SO2). Since MoF6 is not reduced under the reaction conditions described here, it may be removed via distillation from the uranium-containing sample after complete reduction of UF6 to solid UF5. The molybdenum- and uranium-containing samples were measured for purity through elemental analysis using microwave plasma atomic emission spectroscopy (MP-AES). Elemental analysis showed more than 98.8 % of the Mo had been removed from the U-containing samples. Further analyses of the samples were performed by X-ray powder diffraction and IR spectroscopy.

One-pot fluorosulfurylation of Grignard reagents using sulfuryl fluoride

Herein, we report a new method for the one-pot syntheses of sulfonyl fluorides. Addition of an alkyl, aryl, or heteroaryl Grignard to a solution of sulfuryl fluoride at ambient temperature affords the desired sulfonyl fluorides in 18-78% yield. Furthermore, this method is applicable for in situ sequential reactions, whereby the Grignard reagent can be converted to the corresponding diarylsulfone, sulfonate ester, or sulfonamide in a one-pot process.

Fluorine-containing sulfonyl compound as well as intermediate, preparation method and application thereof

The invention discloses a fluorine-containing sulfonyl compound as well as an intermediate, a preparation method and application thereof. The fluorine-containing sulfonyl compound disclosed by the invention comprises positive ions and negative ions, wherein the positive ions are shown as the formula I. The fluorine-containing sulfonyl compound can react with substrates to effectively synthetize the fluorine-containing sulfonyl compound; the toxicity is low; the preparation is simple; the use is convenient; the fluorine-containing sulfonyl compound is in a solid stable state at normal temperature. In addition, the substrate applicability of the compound is extremely wide, and a phenol compound and an amine compound can be included; the fluorine-containing sulfonyl compound is a unique solidformation reagent capable of realizing the chemical conversion at present, so that important academic and application values are realized. The formula I is shown in the description.

Novel synthetic route to perfluoroallyl cyanide (PFACN) reacting perfluoroallyl fluorosulfonate with cyanide

A novel synthetic method for the preparation of perfluoroallyl cyanide CF2[dbnd]CFCF2CN (PFACN) is presented. This includes the addition – elimination reaction of cyanide anion with perfluoroallyl fluorosulfate CF2[dbnd]CF

Ex situ generation of sulfuryl fluoride for the synthesis of aryl fluorosulfates

A convenient transformation of phenols into the corresponding aryl fluorosulfates is presented: the first protocol to completely circumvent direct handling of gaseous sulfuryl fluoride (SO2F2). The proposed method employs 1,1'-sulfonyldiimidazole as a precursor to generate near-stoichiometric amounts of SO2F2 gas using a two-chamber reactor. With NMR studies, it was shown that this ex situ gas evolution is extremely rapid, and a variety of phenols and hydroxylated heteroarenes were fluorosulfated in good to excellent yields.

Multidimensional SuFEx Click Chemistry: Sequential Sulfur(VI) Fluoride Exchange Connections of Diverse Modules Launched From An SOF4 Hub

Sulfur(VI) fluoride exchange (SuFEx) is a new family of click chemistry based transformations that enable the synthesis of covalently linked modules via SVI hubs. Here we report thionyl tetrafluoride (SOF4) as the first multidimensional SuFEx connector. SOF4 sits between the commercially mass-produced gases SF6 and SO2F2, and like them, is readily synthesized on scale. Under SuFEx catalysis conditions, SOF4 reliably seeks out primary amino groups [R-NH2] and becomes permanently anchored via a tetrahedral iminosulfur(VI) link: R?N=(O=)S(F)2. The pendant, prochiral difluoride groups R?N=(O=)SF2, in turn, offer two further SuFExable handles, which can be sequentially exchanged to create 3-dimensional covalent departure vectors from the tetrahedral sulfur(VI) hub.

Merging [2+2] Cycloaddition with Radical 1,4-Addition: Metal-Free Access to Functionalized Cyclobuta[a]naphthalen-4-ols

A metal-free [2+2] cycloaddition and 1,4-addition sequence induced by S-centered radicals has been achieved by treating benzene-linked allene-ynes with aryldiazonium tetrafluoroborates and DABCO-bis(sulfur dioxide) in a one-pot procedure. The reaction provides a greener and more practical access to functionalized cyclobuta[a]naphthalen-4-ols with valuable applications. More than 50 examples are demonstrated with excellent diastereoselectivity and chemical yields. The reaction pathway is proposed to proceed by the following steps:[2+2] cycloaddition, insertion of SO2, 1,4-addition, diazotization, and tautomerization.

Ion chemistry of sulfuryl fluoride: An experimental and theoretical study on gas-phase reactions involving neutral and ionized SO2F2

The gas phase ion chemistry of sulfuryl fluoride is studied by ion trap mass spectrometry and ab initio calculations. Reactions of ions of atmospheric relevance with neutral SO2F2 mainly result in SO 2F2 depletion by dissociative electron transfer. In few cases, a different reaction mechanism involving F-abstraction is invoked, since dissociative ion products are observed despite the electron transfer channel being endothermic. Ab initio calculations revealed a nearly perfect distonic structure for the molecular SO2F2+ ion, whose capability of activating strong HX bonds (X = C, N, O) is ascribable to the high spin density located on the oxygen atoms, in line with literature reports. Among the ions produced by electron ionization of SO2F2, the FSOx+ (x = 0-2) ions are capable of activating the HNH2 bond of ammonia. Theoretical investigation revealed that NH 3 activation by SF+ requires a triplet to singlet conversion along the reaction pathway. This conversion is expected to be fast, the conceivable reaction rate determining step being the subsequent intramolecular hydrogen migration.