1554-47-8

Basic information

• Product Name: difluoromethanesulfonyl fluoride
• Synonyms: difluoromethanesulfonyl fluoride
• CAS NO: 1554-47-8
• Molecular Formula: CHF₃O₂S
• Molecular Weight: 134.077
• Mol File: 1554-47-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 50-55℃
• Boiling Point: 44 °C at 760 mmHg
• Appearance: /
• Density: 1.619 g/cm³
• Vapor Pressure: 382mmHg at 25°C
• Refractive Index: 1.307
• CAS DataBase Reference: difluoromethanesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: difluoromethanesulfonyl fluoride(1554-47-8)
• EPA Substance Registry System: difluoromethanesulfonyl fluoride(1554-47-8)

Safety Data

• Hazardous Substances Data: 1554-47-8(Hazardous Substances Data)

Usage

General Description

Difluoromethanesulfonyl fluoride, also known by its chemical formula CF2HSO2F, is a highly reactive and toxic chemical compound. It is commonly used as a fluorinating reagent in organic synthesis and has also been explored for its potential as an insecticide and fumigant. Difluoromethanesulfonyl fluoride is a colorless, flammable liquid with a pungent odor, and exposure to it can cause irritation to the skin, eyes, and respiratory system. It is important to handle this chemical with extreme care, as it is highly reactive and can react violently with water and other compounds. Additionally, it is a potent neurotoxin and should only be used in well-ventilated areas with proper personal protective equipment.

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 articles and documents

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.

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.

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.

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.