1554-47-8

Usage

Uses

Used in Organic Synthesis:
Difluoromethanesulfonyl fluoride is used as a fluorinating reagent for organic synthesis, enabling the incorporation of fluorine atoms into various organic compounds. This is important for the development of pharmaceuticals, agrochemicals, and other specialty chemicals that require fluorination.
Used in Insecticide and Fumigant Applications:
Difluoromethanesulfonyl fluoride has been explored for its potential as an insecticide and fumigant due to its high reactivity and toxicity. It can be used to control pests in various settings, such as agriculture and residential areas, although its use should be carefully managed to minimize exposure and environmental impact.
Used in Research and Development:
Due to its unique properties, difluoromethanesulfonyl fluoride is also used in research and development for the study of chemical reactions and the development of new compounds and materials. Its reactivity and potential applications make it an interesting subject for scientific investigation.

InChI:InChI=1/CHF3O2S/c2-1(3)7(4,5)6/h1H

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 81439-24-9 potassium tetrafluoro(2-fluorosulfonyl)-1-ethanolate 
• 1717-59-5 2,2-difluoro-2-(fluorosulfonyl)acetic acid 
• 1512-30-7 difluoromethylsulfonyl chloride 
• 558-25-8 methyl fluorosulfonate 
• 41197-29-9 dichloromethanesulphonyl chloride 

Downstream Products

• 40856-07-3 difluoromethanesulfonic acid 
• 1286740-22-4 phenethyl difluoromethanesulfonate 
• 104723-54-8 perfluorophenyl difluoromethanesulfonate 
• 1286740-24-6 4-methoxyphenyl difluoromethanesulfonate 
• 95509-80-1 phenyl difluoromethanesulfonate 

Relevant academic research and scientific papers

AN IMPROVED METHOD FOR SYNTHESIZING DIFLUOROMETHANESULFONIC ACID

In the presence of catalytic amounts of sodium sulfate or sodium chloride, fluorosulfonyldifluoroacetic acid (1) was decarboxylated in CH3CN-H2O to give difluoromethanesulfonyl fluoride (2) in moderate yield. 2 can be completely hydrolyzed to the corresponding acid 3 at 80 deg C to 100 deg C.The overall yield of 3 from 1 was 53percent.

PERFLUORO-ω-IODO-3-OXAALKANESULFONYL FLUORIDES AS INTERMEDIATES FOR SURFACTANTS AND VINYL COMPOUNDS

Fluorosulfonyldifluoroacetyl fluoride (FOCCF2SO2F) quantitatively formed from sulfur trioxide and TFE through tetrafluoroethanesultone, has been converted into the octafluoro-5-iodo-3-oxapentanesulfonyl fluoride (ICF2CF2OCF2CF2SO2F) by the well known reaction involving MF, iodine and TFE in aprotic solvents.The iodo compound allowed us to obtain TFE telomers having both fluorosulfonyl and iodo terminal groups.These telomers were easily converted into the surfactants CF3CF2(CF2CF2)nOCF2F2SO3M by fluorination, and into the vinyl derivatives CF2=CF(CF2CF2)nOCF2CF2SO2F by dehalogenation.The scope of this study was to illustrate new methods for the synthesis of perfluoroalkane and perfluoroalkene sulfonates.

Gas phase structures and conformations of trifluoromethanesulfonyl fluoride, CF3SO2F, difluoromethanesulfonyl fluoride, CHF2SO2F, and difluoromethanesulfonyl chloride, CHF2SO2Cl

The gas phase structures of CF3SO2F, CHF2SO2F, and CHF2SO2Cl have been studied by gas electron diffraction (GED) and quantum chemical calculations (HF/6-31G and B3LYP/6-31G). The two compounds CHF2SO2X (X = F or Cl) exist in the gas phase as mixtures of trans and gauche conformers (C-H bond trans or gauche to S-X bond). In the case of CHF2SO2F the gauche conformer prevails (84(17)%), whereas for the chlorine derivative the trans form is the major component (69(9)%). These compositions are reasonably well reproduced by both computational methods. The S-C bond lengths (1.835(5) ? in CF3SO2F, 1.822(5) ? in CHF2SO2 F and 1.846(5) ? in CH2FSO2Cl) are compared to those in other sulfonyl derivatives. (C) 2000 Elsevier Science B.V.

PROCESS FOR FLUORINATION OF SULPHONYL HALIDE COMPOUNDS

The present disclosure relates to the preparation of a compound of formula (I) comprising an —SO2F function, R—SO2F, by reacting a compound of formula (II), R′—SO2X, with a fluorinating agent, the process carried out in the liquid phase in the presence of hydrofluoric acid using an antimony-based fluorination catalyst, wherein R, R′, and X are described herein.

Free radical fluoroalkylation of terminal alkenes and alkynes with iododifluoromethanesulfonamides

Free radical fluoroalkylation of terminal alkenes and alkynes with iododifluoromethanesulfonamides has been successfully achieved. It was found that both the catalytic amount of sodium dithionite (Na2S 2O4) and the stoichiometric amount of triethylborane (Et3B)/air can efficiently initiate the current free-radical atom transfer reaction.

Development of direct fluorination technology for application to materials for lithium battery

Direct fluorination of 1,3-dioxolan-2-one with elemental fluorine was successfully carried out to provide 4-fluoro-1,3-dioxolan-2-one, which was expected as an additive for lithium ion secondary battery. 4-Fluoro-1,3-dioxolan-2-one was also further fluorinated with elemental fluorine to give three isomers of difluoro derivatives by the same methodology. Another topic is the preparation of trifluoromethanesulfonyl fluoride, an intermediate of lithium battery electrolyte, by the reaction of methanesulfonyl fluoride with elemental fluorine. The use of perfluoro-2-methylpentane as a solvent gave satisfactory selectivity of trifluoromethanesulfonyl fluoride.

Zn(ODf)2: Preparation and application in asymmetric alkynylation of aldehydes

A new Lewis acid, Zn(ODf)2, was first prepared from commercially available 3,3,4,4-tetrafluoro[1,2]oxathietane 2,2-dioxide in four steps with 56% yields and also was applied to catalyze highly enantioselective alkynylation of aldehydes in the presence of ligand (1S,2S)-3-(tert-butyldimethylsilyloxyl)-2-N,N-dimethylamino-1-(p- nitrophenyl)-propane-1-ol or ligand (-)-N-methylephedrine to afford the corresponding propargylic alcohols in high yields with up to 99% ee.

Halogeno and pseudohalogeno difluoromethanesulfonylfluorides

New substituted cyano- and isocyanatodifluoromethanesulfonylfluorides were synthesized and their properties compared with halogenodifluoromethanesulfonylfluorides. NMR parameters are related to the electronegativity and covalent radii of substitutents.