336-07-2Relevant articles and documents
Organofluorine compounds and fluorinating agents part 17: Sonochemical-forced preparation of perfluoroalkanals and their use for non-conventional acetalations of carbohydrates 1, 2
Miller, Alexey O.,Peters, Dietmar,Zur, Cornelia,Frank, Michael,Miethchen, Ralf
, p. 33 - 38 (2007/10/03)
The homologous 1-iodo-perfluoroalkanes 1a-1c and α,ω-dibromo-perfluoroalkanes 4a, 4b were carbonylated with DMF in the presence of Al/SnCl2 or Al/PbBr2 under sonication in a short reaction time. The hydrated aldehydes 2a-2c and 5a, 5b respectively were obtained in good yields allowing dehydration to 3a-3c and 6a, 6b. Some of the fluorinated aldehydes were selected as substrates in a Wittig-Horner olefination assisted by ultrasound and in non-conventional acetalations of methyl α-L-rhamnopyranoside (9). Thus, (E)-1-perfluorooctyl-2-phenylsulphonyl-ethene (8) was prepared from 3c and the phosphonate 7 by Wittig-Horner synthesis. Acetalations of 9 were carried out with the aldehydes (3a, 3b, 6a), hydrated aldehydes (2a, 2b), and the aldehyde hemiacetal 12 respectively, in the presence of dicyclohexylcarbodiimide (DCC). In all cases, a selective epimerization was observed at the C-atom 3 of the monosaccharide, i.e. polyfluoroalkylidenated 6-deoxy-α-L-altropyranosides 10, 11, 13, and 14 were obtained.
Studies on polyhaloalkanes. V. A new reduction system: zinc/hydrazine hydrate
Wu, Fang-Hong,Huang, Bing-Nan,Huang, Wei-Yuan
, p. 159 - 160 (2007/10/02)
Using zinc/hydrazine hydrate as a new reduction system, polyfluoroalkyl halides such as Cl(CF2)nH (1a-c, n = 4, 6, 8), Cl(CF2)nI (1e-g, n = 4, 6, 8) and R(CF2)nCl (n = 4, 6, 1h,i) have been converted to the corresponding reduction products H(CF2)nH (2a-g, n = 4, 6, 8) and R(CF2)nH (n = 4, 6, 2h,i) in high yield.Reduction of the CF2Cl group was faster than that of the CHI in the reaction of 1m. - Keywords: Polyhaloalkanes; Reduction; Zinc/hydrazine hydrate system; NMR spectroscopy; Mass spectrometry
Practical preparation of some potentially anesthetic fluoroalkanes: regiocontrolled introduction of hydrogen atoms
Hudlicky, Tomas,Fan, Rulin,Reed, Josephine W.,Carver, David R.,Hudlicky, Milos,Eger, Edmond I.
, p. 9 - 14 (2007/10/02)
Methods are described for the large-scale preparation of a number of fluoroalkanes, which have been tested for general anesthesia.