762-59-4Relevant academic research and scientific papers
Formation of α-SF5-enolate enables preparation of 3-SF5-quinolin-2-ones, 3-SF5-Quinolines, and 3-SF5-pyridin-2-ones: Evaluation of their physicochemical properties
Joliton, Adrien,Plancher, Jean-Marc,Carreira, Erick M.
supporting information, p. 2113 - 2117 (2016/02/18)
This study describes, for the first time, the generation of a SF5-substituted ester enolate from benzyl SF5-acetate under soft enolization conditions, which in turn participates in aldol addition reactions in high yield. The reaction was applied in the synthesis of 3-SF5-quinolin-2-ones, 3-SF5-quinolines, and 3-SF5-pyridin-2-ones, none of which have previously been reported. To provide guidelines for their use in drug discovery, the physicochemical properties of these building blocks were determined and compared with those of their CF3- and t-Bu-analogues.
Energetic materials containing fluorine. Design, synthesis and testing of furazan-containing energetic materials bearing a pentafluorosulfanyl group
Martinez, Henry,Zheng, Zhaoyun,Dolbier Jr., William R.
, p. 112 - 122,11 (2020/08/20)
The advantageous impact of a pentafluorosulfanyl substituent on the properties of furazan-containing energetic materials was demonstrated by the synthesis and study of the energetic properties of ten new compounds. The thermal stability of these compounds was evaluated by DSC and TGA, whereas densities, heats of formation, pressures of detonation and speeds of detonation were obtained computationally. On the basis of these data, it was concluded that the combination of the SF5 substituent with the furazan ring led to materials of higher density and predicted detonation properties than other known furazans or SF5-containing materials. In addition, the synthetic studies provided insight regarding the electron-withdrawing nature of the furazan ring, in particular its effect on the basicity and nucleophilic reactivity of amino furazans.
Structural Dynamics of the First Alkylidenesulfur Difluoride Oxide, OFC-CH=SF2=O
Kruegerke, Thomas,Seppelt, Konrad
, p. 1977 - 1982 (2007/10/02)
The pentafluorosulfanylacetic acid, HOOC-CH2-SF5, is dehydrated to the ketene O=C=CH-SF5.Besides other more typical reactions this ketene isomerizes to the alkylidenesulfur tetrafluoride OFC-CH=SF4 which is hydrolyzed to the title compound OFC-CH=SF2=O.This first alkylidenesulfur difluoride oxide exists in three, possibly four different isomeric structures at low temperatures, as was determined by NMR techniques.This is a result of hindered rotation of the C=S and C-C bonds.
Methylenesulfurtetrafluoride, CH2=SF4, Formation, Structure, and Chemistry
Kleemann, Gert,Seppelt, Konrad
, p. 645 - 658 (2007/10/02)
The preparation of methylenesulfurtetrafluoride, CH2=SF4, is achieved by bromine-lithium exchange on Br-CH2-SF5 at low temperatures and subsequent lithium fluoride elimination.CH2=SF4 is a colourless gas with b.p. -19 deg C and m.p. -139 deg C.The structure is essentially trigonal-bipyramidal, the methylene group occupying an equatorial position.The protons lie in the plane of the axial fluorine atoms.The molecule is rigid.The carbon-sulfur bond is best described as strong double bond with only little ylidic polarity. - The double bond undergoes numerous addition reactions with polar species under formation of cis-configurated X-CH2-SF4-Y systems.Less often elimination of SF4 and formation of carbene is observed.
