85554-53-6Relevant articles and documents
Microwave-assisted aliphatic fluorine-chlorine exchange using triethylamine trihydrofluoride (TREAT-HF)
Kremsner, Jennifer M.,Rack, Michael,Pilger, Christian,Oliver Kappe
supporting information; experimental part, p. 3665 - 3668 (2009/10/04)
Aliphatic fluorine-chlorine exchange reactions can be performed under microwave conditions using TREAT-HF as a mild and selective fluorination reagent. The highly polar TREAT-HF couples efficiently with microwave irradiation and reaction temperatures of 250 °C can be reached within 30 s. Under these conditions dichloromethyl- and trichloromethyl substrates can be converted into the corresponding fluoro analogs within 5 min. In order to prevent corrosion of borosilicate reaction vessel at high temperatures the use of sintered silicon carbide microwave vials is introduced.
An efficient preparation of new sulfonyl fluorides and lithium sulfonates
Toulgoat, Fabien,Langlois, Bernard R.,Medebielle, Maurice,Sanchez, Jean-Yves
, p. 9046 - 9052 (2008/03/27)
(Formula Presented) An efficient preparation of several polyfluoroalkanesulfonyl fluorides is reported. This method, based on the synthesis of polyfluoroalkyl trimethyl silanes (precursors of polyfluoroalkylsulfinates) as intermediates, allows the successive transformations to be carried out in one pot. Moreover, these sulfonyl fluorides can be obtained from the corresponding sulfinates by electrophilic fluorination. This original approach avoids isolation and purification of some thermally or hydrolytically unstable intermediates. A series of new sulfonyl fluorides have been thus prepared from halogenodifluoromethylated precursors RCF2X (X = F, Br; R = ArC(O), ArS(O)n(CF2) m; n = 0, 1, 2; m = 1, 2) and have been transformed into the corresponding lithium sulfonates, which have potential applications as electrolytes for lithium batteries.
Chemistry of Halogenoperfluoroalkanes> Synthesis of Fluorinated Ethers and Thioethers via Radical or Anionic Intermediates
Wakselman, Claude,Tordeux, Marc
, p. 4047 - 4051 (2007/10/02)
Condensation of bromotrifluoromethane with potassium thiophenoxides in DMF is performed under pressure (2-3 atm) in a glass apparatus.Inhibition by nitrobenzene shows that a SRN1 mechanism is involved in the formation of aryl trifluoromethyl sulfides.Dichlorodifluoromethane itself reacts through a similar process to give aryl chlorodifluoromethyl sulfides.Condensation of 1,1,2-trichlorotrifluoroethane with potassium thiophenoxide or phenoxide occurs even in the presence of nitrobenzene.The formation of aryl 2,2-dichloro-1,1,2-trifluoroethyl sulfides or ethers can be explained by a chain carbanionic mechanism.
