125425-47-0Relevant articles and documents
Observations on the Reaction of Xanthate Esters with 4-Methyl(difluoroiodo)benzene: a New Method for the Conversion of Alcohols to Alkyl Fluorides
Koen, Mark J.,Guyader, Frederic Le,Motherwell, William B.
, p. 1241 - 1242 (1995)
Treatment of a range of S-methyldithiocarbonates (xanthates) with 4-methyl(difluoroiodo)benzene gives the corresponding alkyl fluorides.
A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithiocarbonates
Kanie, Kiyoshi,Tanaka, Yoichiro,Suzuki, Kazundo,Kuroboshi, Manabu,Hiyama, Tamejiro
, p. 471 - 484 (2007/10/03)
Trifluoromethyl ethers R-OCF3 are easily synthesized from the corresponding dithiocarbonates R-OCS2Me (R = aryl or primary alkyl) by a reagent system consisting of 70% HF/pyridine and an N-halo imide. When the reaction is applied to R-OCS2Me wherein R = secondary alkyl, tertiary alkyl, or benzylic group, fluorination leading to the corresponding alkyl fluorides R-F is achieved, whereas a combination of 50% HF/pyridine and N- bromosuccinimide affords the corresponding trifluoromethyl ethers R-OCF3 (R = secondary).
MENTHYL-SUBSTITUTED ORGANOPHOSPHORUS-COMPOUNDS. VII: FLUORINATED COMPOUNDS AND DERIVATIVES
Gruber, Matthias,Schmutzler, Reinhard,Ackermann, Michael,Seega, Juergen,Haegele, Gerhard
, p. 109 - 122 (2007/10/02)
The synthesis of a series of compounds, containing the (-)-menthyl group, bonded to tri-, tetra- and penta-coordinate phosphorus is described.Specifically, the formation of (-)-menthyltetrafluorophosphorane is described, based on the oxidative addition of (-)-menthyl fluoride to phosphorus trifluoride or by the oxidation-reduction reaction between (-)-menthyldichlorophosphine and arsenic trifluoride.The hydrolysis of (-)-menthyltetrafluorophosphorane was found to proceed stepwise, with formation of (-)-menthylphosphonofluoridic acid and, ultimately, (-)-menthylphosphonic acid. 1H-, 13C-, 19F- and 31P-NMR techniques were used to establish molecular structures of (-)-menthyl-substituted phosphorus compounds.Particular attention is drawn towards the chiral discrimination of geminal fluorine pairs in (-)-menthyl-P(X)F2 (X = :, O, S) compounds, giving rise to ABX spin systems in the 19F- and 31P-NMR spectra.Key words: Menthylphosphorus compounds; phosphorus-fluorine compounds; menthylphosphonic acid; chirality; NMR.