428-76-2

Basic information

• Product Name: bis(trifluoromethylsulphonyl)methane
• Synonyms: bis(trifluoromethylsulphonyl)methane;Bis(trifluoromethylsulfonyl)methane;trifluoro(trifluoromethylsulfonylmethylsulfonyl)methane;trifluoro(triflylmethylsulfonyl)methane;Bis(TrifluoroMethanesulfonyl)Methane;Bis(trifluoromethanesulfonyl)methane 97%;Bis(nonafluorobutylsulfonyl)methane
• CAS NO: 428-76-2
• Molecular Formula: C₃H₂F₆O₄S₂
• Molecular Weight: 280.1659992
• EINECS: 207-052-5
• Mol File: 428-76-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 35℃
• Boiling Point: 300.8°Cat760mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.832g/cm³
• Vapor Pressure: 0.00195mmHg at 25°C
• Refractive Index: 1.366
• CAS DataBase Reference: bis(trifluoromethylsulphonyl)methane(CAS DataBase Reference)
• NIST Chemistry Reference: bis(trifluoromethylsulphonyl)methane(428-76-2)
• EPA Substance Registry System: bis(trifluoromethylsulphonyl)methane(428-76-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 428-76-2(Hazardous Substances Data)

Usage

Uses

A useful, solid, non-hygroscopic, nonoxidizing, soluble in organic solvents ligand for Lanthanide chemistry

InChI:InChI=1/C3H2F6O4S2/c4-2(5,6)14(10,11)1-15(12,13)3(7,8)9/h1H2

Upstream product

• 917-64-6 methyl magnesium iodide 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 40906-88-5 dibromo bis(trifluoromethanesulphonyl) methane 
• 75-16-1 methylmagnesium bromide 
• 676-58-4 methylmagnesium chloride 
• 34241-39-9 azobisisobutyronitrile 
• 108-88-3 toluene 
• 75-38-7 Vinylidene fluoride 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 1822-00-0 trimethylsilylmethyllithium 
• 84132-17-2 Ethyl 2,2-Bis<(trifluoromethyl)thio>acetate 
• 84132-18-3 2,2-Bis<(trifluoromethyl)thio>acetic acid 

Downstream Products

• 145124-59-0 1-tolyl-2,2-bis(trifluoromethanesulfonyl)ethylene 
• 60805-12-1 tris-(trifluoromethanesulfonyl)methane acid 
• 114634-82-1 (P((C₆H₅)O)3)4Rh⁽¹⁺⁾*(HC(SO₂CF₃)2)^(1-)=(P(C₆H₅)3O₃)4RhHC(SO₂CF₃)2 
• 114634-77-4 ((diphos)2CoH₂)(HC(SO₂CF₃)2) 
• 113250-56-9 {(Ph3P)3Os(η2-H2)(η2-OAc)}{HC(SO2CF3)2}*toluene 
• 114634-87-6 {trans-(Rh(PPh₃)2(CO)2)}*{(HC(SO₂CF₃)2)} 
• 114634-79-6 ((C₆H₅)2PC₂H₂P(C₆H₅)2)2CoH₂⁽¹⁺⁾*(HC(SO₂CF₃)2)^(1-)=((C₆H₅)4P₂C₂H₂)2CoH₂HC(SO₂CF₃)2 
• 113220-61-4 ((C₆H₅)3P)2Ru(CO)2(CH₃COO)⁽¹⁺⁾*HC(SO₂CF₃)2^(1-)*C₇H₈={((C₆H₅)3P)2Ru(CO)2(CH₃COO)}{HC(SO₂CF₃)2}*C₇H₈ 
• 114634-80-9 (P(C₆H₅)3)3Ir(CO)H₂⁽¹⁺⁾*(HC(SO₂CF₃)2)^(1-)=P₃(C₆H₅)9COIrH₂HC(SO₂CF₃)2 
• 98837-97-9 {(triphenylphosphine)3rhodium(carbonyl)}{CH(SO₂CF₃)2} 
• 88825-75-6 (P(C₆H₅)3)3Rh⁽¹⁺⁾*(HC(SO₂CF₃)2)^(1-)=P₃(C₆H₅)9RhHC(SO₂CF₃)2 
• 113220-59-0 {(Ph3P)4Ru2(CO)2(μ-H)2(μ-OAc)}{HC(SO2CF3)2} 
• 113250-53-6 {(Ph3P)4Ru2(CO)2(μ-Cl)2(μ-OAc)}{HC(SO2CF3)2} 
• 133270-42-5 {((C₆H₅)3P)2Ru(CO)3H}⁽¹⁺⁾*{HC(SO₂CF₃)2}^(1-)={((C₆H₅)3P)2Ru(CO)3H}{HC(SO₂CF₃)2} 

Relevant articles and documents

Structures and conformations of trifluoromethanesulfonic anhydride, (CF3so2)2O, and bis(trifluoromethylsulfonyl)difluoromethane, (CF3so2)2CF2

The geometric structures and conformational properties of trifluoromethanesulfonic anhydride, (CF3SO2)2O, and bis(trifluoromethylsulfonyl)difluoromethane, (CF3SO2)2CF2 have been studied by gas electron diffraction (GED) and ab initio calculations (HF/3-21G*). The calculations predict for both systems two stable conformera with C2 symmetry and one with C1 symmetry. In both compounds structures with C2 symmetry and dihedral angles SOSC ≈ 100° ((CF3SO2)2O) and SCSC ≈ 150° ((CF3SO2)2CF2) are lowest in energy. According to the GED analyses the dominant conformer of (CF3SO2)2O possesses C2 symmetry with SOSC dihedral angles of 99.1(14)°. The presence of up to 30% of the two other conformers cannot be excluded; for (CF3SO2)2CF2 only one conformer with C2 symmetry and SCSC dihedral angles of 143(2)° is observed. A complete set of geometric parameters is given.

The addition of (CF3SO2)2CHBr to vinylidene fluoride

It has been found that a mixture of (CF3SO2)2CH2 and (CF3SO2)2CBr2 can be used instead of (CF3SO2)2CHBr in the radical addition to H2C{double bond, long}CF2; the 1:1 and 1:2 adducts have been isolated and characterized. An improved synthesis of (CF3SO2)2CBr2 is also reported.

Pyrolysis of benzenediazonium bis(trifluoromethanesulfonyl)methide

The pyrolysis of benzenediazonium bis(trifluoromethanesulfonyl)methide in the absence of solvents did not give the carbon arylation product, PhCH(SO2CF3)2, but the oxygen phenylation product, PhO(CF3)S(O)=CHSO2CF3, in good yield. In contrast, the pyrolysis of the same compound in acetonitrile gave the acetonitrile-inserted compound, PhNH(Me)C=C(SO2CF3)2, quantitatively.