1495-50-7Relevant articles and documents
-
Fawcett et al.
, p. 2576,2578, 2579 (1964)
-
An Efficient Synthesis of N-Bromoperhalo-1-alkanimines
O'Brien, Brian A.,DesMarteau, Darryl D.
, p. 1467 - 1469 (1984)
Certain perhalogenated nitriles have been found to react readily with bromine and active cesium fluoride to afford high yields of N-bromoperhalo-1-alkanimines (RxFC=NBr; Rx = CF3, C2F5, n-C3F7, CF2Cl, CCl3).Photolysis of the perfluorinated N-bromo compounds affords the novel perfluoroazines RfFC=NN=CFRf.
Structure and stability of small nitrile sulfides and their attempted generation from 1,2,5-thiadiazoles
Pasinszki, Tibor,Karpati, Tamas,Westwood, Nicholas P. C.
, p. 6258 - 6265 (2007/10/03)
The gas-phase generation and spectroscopic identification of nitrile sulfides by thermolysis of 1,2,5-thiadiazole precursors was attempted, but in all cases the thiadiazoles were found to produce sulfur and the corresponding nitrile. This prompted an investigation by ab initio and density functional calculations for the equilibrium geometries, stabilities, and decomposition mechanisms of several nitrile sulfides (XCNS, where X = H, F, Cl, CN, CH3). Equilibrium geometries obtained from calculations at the B3LYP, MPn(n = 2-4), QCISD, QCISD(T), CCSD, and CCSD(T) levels with moderate to large basis sets indicate that the molecules have linear heavy atom geometries. The exception is the fluoro derivative, which is bent with a calculated barrier to linearity of 889 cm-1 (B3LYP/cc-pVTZ). The nitrile sulfides are predicted by the B3LYP method to be stable in the dilute gas phase, whereas in the condensed phase they are suggested to be very unstable due to bimolecular decomposition. The mechanism of this loss process is complicated by various sulfur transfer and cyclization reactions between decomposition intermediates, with the predicted stable products being sulfur, nitriles, and thiadiazoles. The first step of the bimolecular decomposition is either a cycloaddition to thiofuroxan or a sulfur transfer with simultaneous S2 loss to nitriles.
Fluoride-promoted competitive reactions of cyanogen fluoride, perfluoromethanimine, and pentafluoro-2-azapropene
Bauknight Jr., Charles W.,DesMarteau, Darryl D.
, p. 728 - 733 (2007/10/02)
Competitive reactions of cyanogen fluoride (FC≡N), perfluoromethanimine (CF2=NF), and pentafluoro-2-azapropene (CF3N=CF2) were performed by combining pairs of the substrates over KF or CsF. These reactions establish the order of reactivity with fluoride ion as CF2=NF > CF3N=CF2 ? F - C≡N. Subsequent reactions of the addition products with fluoride ion, CIF, and Br2/CsF are discussed. Seven new compounds, including a novel diaziridine, were characterized by IR, NMR, MS, and physical properties.
Schwefelcyanid-pentafluorid, SF5CN
Loesking, Oliver,Willner, Helge
, p. 1283 - 1284 (2007/10/02)
-
