421-85-2

Basic information

• Product Name: TRIFLUOROMETHANESULFONAMIDE
• Synonyms: Trifluoromethanesulfonamide,96%;trifluoromethylsulfonamide;Trifluoromethanesulphonamide 98%;Trifluoromethanesulphonamide98%;Trifluoromethanesulphonamide, tech. 96%;Trifluoromethanesulfonimidic acid;TrifluoroMethanesulfonaMide 95%;TRIFLUOROMETHANESULFOMIDE
• CAS NO: 421-85-2
• Molecular Formula: CH₂F₃NO₂S
• Molecular Weight: 149.09
• EINECS: 431-270-1
• Product Categories: Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds;Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;T;Pyridines
• Mol File: 421-85-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 120-124 °C(lit.)
• Boiling Point: 164.6°C at 760 mmHg
• Flash Point: 53.3°C
• Appearance: /
• Density: 1.73g/cm³
• Vapor Pressure: 1.95mmHg at 25°C
• Refractive Index: 1.369
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 6.37±0.60(Predicted)
• Water Solubility: Soluble in water.
• BRN: 1812099
• CAS DataBase Reference: TRIFLUOROMETHANESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIFLUOROMETHANESULFONAMIDE(421-85-2)
• EPA Substance Registry System: TRIFLUOROMETHANESULFONAMIDE(421-85-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 421-85-2(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

Uses

Trifluoromethanesulfonamide is used as an intermediate in synthetic chemistry. It is used in the preparation of specific inhibitors of mammalian secreted phospholipases A2. It is also involved in the synthesis of ecicosanoids.

InChI:InChI=1/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)

Upstream product

• 7664-41-7 ammonia 
• 887603-01-2 N,N'-methylenebis-(trifluoromethanesulfonamide) 
• 100-42-5 styrene 
• 2926-29-6 Langlois reagent 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 957188-75-9 [N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ³-bromane 
• 1245720-27-7 trifluoro-N-[hydroxy(triphenyl)phosphoranyl]methanesulfonamide 
• 343337-74-6 N-trifluoromethylsulfonyl-(4-fluorophenyl)-carboximidoyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 109139-28-8 N-trifluoromethylsulfonyl-S-amino-S-p-chlorophenylsulfoximide 
• 67-56-1 methanol 

Downstream Products

• 56918-02-6 C₁₅H₁₆F₃NO₂P₂S 
• 174282-49-6 trifluoro-N-(2-phenylacetyl)methanesulfonamide 
• 39063-00-8 4-fluoro-N-((trifluoromethyl)sulfonyl)benzamide 
• 960008-51-9 (RS)-S-methyl-S-{4-[(trifluoroacetyl)amino]phenyl}-N-[(trifluoromethyl)sulphonyl]sulphimide 
• 241493-09-4 N-[2-[(2-naphthyloxy)methyl]-1-{4-oxo-4-[3-({[(trifluoromethyl)sulfonyl]amino}carbonyl)anilino]butyl}-3-(1-pyrrolidinylcarbonyl)-1H-indol-5-yl]cyclopentanecarboxamide 
• 957188-75-9 [N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ³-bromane 
• 39062-92-5 C,C,C-Trifluoro-N-(2-fluoro-benzoyl)-methanesulfonamide 
• 39062-93-6 1-(trifluoromethylsulphonylaminocarbonyl)-3-nitrobenzene 
• 39063-08-6 N(C₂H₅)3H⁽¹⁺⁾*CF₃SO₂NC(O)C₆H₄NO₂^(1-)=N(C₂H₅)3HNSO₂CF₃C(O)C₆H₄NO₂ 
• 39063-05-3 C,C,C-Trifluoro-N-(4-methoxy-benzoyl)-methanesulfonamide 
• 39062-96-9 N-(3-Chloro-benzoyl)-C,C,C-trifluoro-methanesulfonamide 
• 39063-06-4 C,C,C-Trifluoro-N-(3-methyl-benzoyl)-methanesulfonamide 
• 39062-90-3 N-(4-Cyano-benzoyl)-C,C,C-trifluoro-methanesulfonamide 

Relevant articles and documents

A fluoroalkyl (S - alkyl sulfonyl phenylimino) preparation of sulfonamides method (by machine translation)

The invention belongs to the field of preparation of fluorinated compounds, more specifically, relates to a fluoroalkyl (S - alkyl sulfonyl phenylimino) sulfonamide preparation method. The invention provides a method for synthesizing alkyl (S - alkyl sulfonyl phenylimino) of sulfonamides, sulfur valence state is + 4 (fluoroalkyl sulfonyl) of ([...] sulfonyl) imide ionic liquid or an alkali metal salt in a suitable organic solvent directly with the amine reagent in the reaction to synthesize sulfonyl imide salt of super delocalization important intermediate alkyl (S - alkyl sulfonyl phenylimino) sulfonamide. The method not only greatly shortening the preparation fluoroalkyl (S - alkyl sulfonyl phenylimino) sulfonamide route, and compared with before takes water as a solvent, the yield of the reaction and high purity, the operation step is short, the purification process is simple, the ionic liquid can be circulated and reused, environmental protection, water pollution-free. (by machine translation)

PERFLUOROALKYL SULFONAMIDE AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To simply provide high-purity perfluoroalkyl sulfonamide by efficiently reducing bis(perfluoroalkyl sulfone)imide, an impurity to be generated in a production process. SOLUTION: High-purity perfluoroalkyl sulfonamide is obtained by reducing bis(perfluoroalkyl sulfone)imide by washing perfluoroalkyl sulfonamide expressed by the following formula (1), which contains the bis(perfluoroalkyl sulfone)imide, with a chlorinated solvent: RfSO2 NH2, provided that, in the formula (1), Rf is a straight or branched 1-4C perfluoroalkyl group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

The aza Arndt-Eistert reaction based on N-trifluoromethylsulfonylarenecarboximidoyl chlorides

The aza analogues of carboxylic acids chlorides containing the {double bond, long}NSO2CF3 and {double bond, long}NSO2CH3 groups instead of oxygen atom were used in the Arndt-Eistert reaction. It was found that N