456-62-2Relevant articles and documents
REACTIONS OF NUCLEOPHILES WITH TRICHLOROTRIFLUOROETHANE
Tordeux, Marc,Wakselman, Claude
, p. 180 (1985)
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TRANSFORMATION D'OXYDES D'ALKYLES ET DE POLYFLUOROALKYLES PAR LES ACIDES DE LEWIS. INFLUENCE DES RADICAUX ALKYLES.
Nguyen, Thoai
, p. 95 - 106 (2007/10/02)
The generation of perfluoroalkanoyl fluorides from perfluoroalkyl ethers by Lewis acids RHOCF2RF -> FRH + RFCOF depends mainly upon the nature of the alkyl RH radical.It is necessary to use RH groups with donor character and also electrophilic groups present on the radicals can facilitate the breaking of the RH-O bond.As examples, ethers with Me3SiCH2CH2 or CH2=CH-CH2 groups allowed reactions to occur readily at room temperature or below using common Lewis acids such as ZnCl2, BF3-Et2O, AlCl3.
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.