Methanesulfonyl fluoride, trifluoro-

HCID 67631

Notes Reactions

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Basic information

CAS: 335-05-7
Standard SMILES: O=S(=O)(F)C(F)(F)F
InChIKey: SLVAEVYIJHDKRO-UHFFFAOYSA-N
Molecular formula: CF4O2S
Average molar mass: 152.07 g/mol
Monoisotopic mass: 151.95551312

Names & identifiers

Preferred name: Methanesulfonyl fluoride, trifluoro-
IUPAC: trifluoromethanesulfonyl fluoride
English name: Trifluoromethanesulfonyl fluoride
Molecular formula: CF4O2S
Molecular weight: 152.07

Names & synonyms

Trifluoromethanesulfonyl fluoride335-05-7Methanesulfonyl fluoride, trifluoro-EINECS 206-384-8DTXSID0059827RefChem:156947DTXCID8038691Trifluoromethanesulphonyl fluorideMethanesulfonylfluoride, trifluoro-CF3SO2Ffluoro(trifluoromethyl)sulfoneSCHEMBL584563

Show more names

PFC-MSFTrifluorometansulfonyl fluoridetrifluoromethylsulfonylfluoridetrifluoro-methanesulfonylfluoridmethanesulfonylfluoride,trifluoro-Trifluoromethanesulphonylfluoride99%Trifluoromethanesulphonyl fluoride 99%Trifluoromethanesulfonic acid fluoride

TrifluoromethanesulfonylfluorideSCHEMBL10455410trifluoromethane sulfonyl fluorideMFCD00042402SBB086817AKOS005762872Trifluoromethanesulphonyl fluoride 98%NS00041879

Database identifiers

CAS: 335-05-7
PubChem CID: 67631
DTXSID: DTXSID0059827
EC Number: 206-384-8
Nikkaji: J193.767G

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 42.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 6
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 157

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation

Physical DescriptionCBI

Physicochemical properties

Boiling point: -25 °C · -25°C
Density: 1.729 · 1.729±0.06 g/cm3(Predicted)
CAS DataBase Reference: 335 · 335-05-7(CAS DataBase Reference)
EPA Substance Registry System: Methanesulfonyl fluoride, trifluoro- (335-05-7)
Hazard Codes: T
Risk Statements: 20 · 20-34
Safety Statements: 26 · 26-36/37/39
RIDADR: 3308 · 3308
TSCA: TSCA listed
HazardClass: GAS, TOXIC

Safety & regulation

Hazard information

Regulatory Information · 1 item

Methanesulfonyl fluoride, trifluoro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanesulfonyl fluoride, trifluoro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Safety data

tsca: TSCA listed
ridadr: 3308
risk_code: 20-34
hazard_code: T
safety_code: 26-36/37/39
hazard_class: GAS, TOXIC

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 50,000 - <250,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Methanesulfonyl fluoride, trifluoro-: ACTIVE

Applications

UsesTrifluoromethanesulfonyl fluoride is used as an intermediate in organic synthesis for the synthesis of sulfonic anhydrides, sulfonyl halides and their derivatives, and other substances.

Preparation methods · 1 item

Preparation103 g (1.78 mol) of 1% aqueous potassium fluoride was fed into a 500 mL pressure-resistant reaction vessel, cooled to 5°C with ice water, and degassed under vacuum. 100 g (0.595 mol) of trifluoromethanesulfonyl chloride was added. The reactor was sealed and the temperature was slowly increased, and stirred for 4 hours at an internal temperature of 40–50°C. At this point, the reactor pressure was 0.94 MPa. The gas inside the reactor was circulated through a condenser cooled to -40°C to -20°C and collected using a liquid nitrogen-cooled trap. 80.3 g of the collected material was obtained. Gas chromatography (GC) analysis confirmed the formation of trifluoromethanesulfonyl fluoride, yielding a purity of 98.9% and a yield of 88% (99% conversion, 89% selectivity).