754-85-8Relevant academic research and scientific papers
SYNTHESIS OF THE CYANOHYDRIN OF METHYL PERFLUOROHEPTYL KETONE AND REACTION OF THE KETONE WITH HYDROGEN CYANIDE
Kondo, A.,Iwatsuki, S.
, p. 59 - 68 (1984)
The cyanohydrin of methyl perfluoroheptyl ketone 2 was able to be synthesized by a two-step process, i.e., an addition of sodium bisulfite and subsequent treatment with sodium cyanide.When equimolar amounts of ketone 2 and sodium cyanide were reacted in water or dipolar aprotic solvent such as dimethylformamide, acetonitrile, 1,2-dimethoxyethane and tetrahydrofuran, cyclic addition products composed of two molecules of ketone 2 and one molecule of hydrogen cyanide were exclusively formed as 2,5-dimethyl-2,5-bis(perfluoroheptyl)-4-oxazolidone 6 and 2,5-dimethyl-2,5-bis(per fluoroheptyl)-1,3-dioxolane-4-one 7 instead of the cyanohydrin of ketone 2.It is conceivable that a solubility characteristic of a compound carrying a long perfluoroalkyl group is responsible for the exclusive formation of cyclic compounds 6 and 7.
Hybrid Surfactants Containing Separate Hydrocarbon and Fluorocarbon Chains
Guo, Wen,Li, Zhong,Fung, B. M.,O'Rear, E. A.,Harwell, J. H.
, p. 6738 - 6742 (1992)
Two homologous series of double-tail hybrid surfactants containing a hydrocarbon chain and a fluorocarbon chain attached to the same hydrophilic head group have been synthesized.The micellar solutions of such hybrid surfactants have been studied by conductance, surface tension. (19)F NMR.The dependence of the cmc on the chain length follows Kleven's equation.The micellar aggregation numbers are 10-35 and become smaller as the chain length increases.When the hydrocarbon chain bears three carbons or more, both the fluorocarbon and the hydrocarbon chains are incorporated inside micelle.
An efficient, overall [4+1] cycloadditon of 1,3-dienes and nitrene precursors
Wu, Qiong,Hu, Jian,Ren, Xinfeng,Zhou, Jianrong
supporting information; experimental part, p. 11553 - 11558 (2011/11/29)
Intermolecular cycloadditions of conjugated dienes and nitrene precursors usually produce aziridines. A generally useful method was lacking to directly provide the [4+1] cycloadducts, 3-pyrrolines. We have realized this transformation by using an uniquely active catalyst, copper(II) 1,1,1,5,5,5-hexafluoroacetylacetonate ([Cu(hfacac)2]). The method is applicable to a wide array of dienes with good yields. When 1,4-disubsituted dienes are used as substrates, good-to-excellent cis or trans selectivity can be obtained. Interestingly, the cis or trans preference depends on the nature of the substituents, rather than diene geometry. Mechanistic studies reveal that the [4+1] cycloaddition proceeds through diene aziridination and subsequent ring expansion. Among common copper catalysts, only [Cu(hfacac)2] can efficiently catalyze both steps, which explains the unique efficiency of the catalyst.
Synthesis and coordination chemistry of perfluoroalkyl-derivatised β-diketonates
Croxtal, Ben,Fawcett, John,Hope, Eric G.
, p. 65 - 73 (2007/10/03)
A series of fluorinated β-diketones, RfC(O)CH2C(O)Rf′ (Rf = C6F13, Rf′ = CF3; Rf = Rf′ = C6F13, C7F15), have been prepared in reasonable yields by a two-step synthesis. On reaction with appropriate metal substrates deprotonation and concurrent coordination of the perfluoroalkyl-derivatised β-diketonate ligands affords a range of fluorous metal complexes which have been characterised by elemental analysis, mas spectrometry, IR and NMR spectroscopies. The structures of [Cu(L-L)2(H2O)2] {L-L = CF3C(O)CHC(O)C6F13, C6F13C(O)CHC(O)C6F13}.
Wacker oxidation of alkenes using a fluorous biphasic system. A mild preparation of polyfunctional ketones
Betzemeier, Bodo,Lhermitte, Frederic,Knochel, Paul
, p. 6667 - 6670 (2007/10/03)
Various alkenes are oxidized to the corresponding ketones using t-BuOOH in the presence of a palladium(II) catalyst bearing perfluorinated ligands using a biphasic solvent system of benzene and bromoperfluorooctane.
