371-71-1Relevant articles and documents
Ang,H.G.
, p. 2734 - 2735 (1968)
The reaction of perfluoro-2,5-diazahexane 2,5-dioxyl with aromatic compounds and perfluoroiodoalkanes
Green, Michael J.,Tipping, Anthony E.
, p. 237 - 242 (2007/10/02)
Treatment of perfluoro-2,5-diazahexane 2,5-dioxyl (1) with the fluoroarenes C6F5X (X = F or Br at c. 20 deg C; X = CF3 at 50 deg C) and pentafluoropyridine (50 deg C) gives 2:1 copolymers in high yield, but pentachloropyridine is unreactive at 50 deg C.Copolymers are also formed between 1 and the arenes C6F5I, C6F5H and C6H6 which did not analyse correctly for 2:1 copolymers; in the latter case, hydrogen abstraction is taking place as shown by the presence of N-OH and C=O groups in the polymer.Hexafluorobenzene is not incorporated in the polymer formed by treatment of 1 with a mixture of vinylidene fluoride and hexafluorobenzene.Photochemical reaction of trifluoroiodomethane with 1 affords the bishydroxylamine CF3ON(CF3)CF2CF2N(CF3)OCF3 in quantitative yield, while the di-iodides I(CF2)nI (n = 2 and 4) give copolymers of 1 and the units (CF2)n (n = 2 and 4), which contain (CF2)nI end-groups.
The reaction of perfluoro-2,5-diazahexane 2,5-dioxyl with alkenes
Green, Michael J.,Tipping, Anthony E.
, p. 115 - 126 (2007/10/02)
The liquid-phase reaction at room temperature of the title dioxyl (1) with an excess of the alkenes CH2=CHR (R = H, F, COCl), CF2=CHF, CHCl=CCl2 and cis-CHCl=CHCl gives 1:1 copolymers 3 in high yield, although with the alkenes CH2=CH2, CH2=CHF and CF2=CHF cyclic 1:1 adducts 2 are also formed in low yield.The reactions with the alkenes CH2=CMe2, CH2=CHEt, CH2=CHCO2H, and cis-HO2CCH=CHCO2H produce copolymers which are not 1:1 copolymers.The 1:1 copolymer 3f from acryloyl chloride is hydrolysed readily by water to the acrylic acid/dioxyl 1 1:1 copolymer 3j.Gas-phase reaction at room temperature of 1 with an excess of the alkenes CH2=CHR (R=Cl, Br, COCl, COF), CH2=CXCH3 (X = Cl, Br), CHCl=CCl2, cis- and trans-CHCl=CHCl, CH2=CCl2, CF2=CCl2, CF2=CFCl and CF2=CFBr affords cyclic 1:1 adducts 2 (11.5-78percent) and copolymers 3 (18.5-76.5percent): hydrolysis of the acryloyl fluoride 1:1 adduct 2j gives the acrylic acid 1:1 adduct 2s in high yield.
Cycloaddition and Oxygen-Transfer Reactions of 2-(Trifluoromethyl)-3,3-difluorooxaziridine
O'Brien, Brian A.,Lam, William Y.,DesMarteau, Darryl D.
, p. 4466 - 4470 (2007/10/02)
The oxaziridine CF3-cyclo-NCF2O (1) cycloadds to various 1,1-difluoroolefins under mild conditions, forming perhalo-1,3-oxazolidines, and dialkyl ketones, forming the corresponding 1,3,4-dioxazolidines.Reaction of 1 with trimethylsilyl cyanide results in the formation of (CH3)3SiN=C=NCF3 and COF2, but 1 is unreactive with other alkyl nitriles and isocyanides.With 2,5-dimethylfuran and 2,3-dimethylbutene, 1 reacts rapidly and under mild conditions ( ca. - 50 deg C) to yield CF3N=CF2 and organic products derived from the transfer of a single oxygen atom.