Bis(fluoroformyl)trioxide, FC(O)OOOC(O)F

Pernice, Holger; Berkei, Michael; Henkel, Gerald; Willner, Helge; Argüello, Gustavo A.; McKee, Michael L.; Webb, Thomas R.

doi:10.1002/anie.200353369

Cited by 15 publications

(21 citation statements)

References 24 publications

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“…As an identical experimental setup is used here, the higher reaction temperature (210 °C optimal temperature) required for peroxynitrate decomposition (160 °C for the trioxide) implies a lower thermal stability of the trioxide. This is entirely consistent with the observations made when FC(O)OO radicals were generated either from FC(O)OONO 2 35 or from FC(O)OOOC(O)F . In addition, thermolysis experiments were carried out with temperatures between 160 and 350 °C.…”

Section: Resultssupporting

confidence: 88%

Trifluoromethoxycarbonyl Peroxynitrate, CF₃OC(O)OONO₂

et al. 2005

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The trioxide, CF(3)OC(O)OOOC(O)OCF(3), reacts with NO(2) at 0 degrees C to yield the new peroxynitrate, CF(3)OC(O)OONO(2), which is stable for hours at room temperature. It is spectroscopically characterized and some thermal properties are reported. From the vapor pressure, ln(p/p(0)) = 14.06 - 4565/T, of the liquid above the melting point of -89 degrees C, the extrapolated boiling point is 52 degrees C. CF(3)OC(O)OONO(2) dissociates at higher temperatures and low pressures into the radicals CF(3)OC(O)OO and NO(2) as demonstrated by matrix isolation experiments. The matrix-isolated peroxy radicals consist in a rotameric mixture of trans,trans,trans-CF(3)OC(O)OO and trans,trans,cis-CF(3)OC(O)OO, where trans and cis denote dihedral angles of ca. 180 degrees and 0 degree, respectively, around beta F-C-O-C, beta C-O-C-O, and beta O-C-O-O, with an equilibrium composition dependent on the thermolysis temperature. The radical trans,trans,cis-CF(3)OC(O)OO is found to be ca. 3 kJ mol(-1) higher in enthalpy than trans,trans,trans-CF(3)OC(O)OO. DFT calculations are performed to support the vibrational assignments and to provide structural information about CF(3)OC(O)OONO(2).

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Section: Resultssupporting

confidence: 88%

Trifluoromethoxycarbonyl Peroxynitrate, CF₃OC(O)OONO₂

et al. 2005

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“…The NMR data of bis(perfluoromethyl)oxalate do not fit in this series, possibly due to an increasing influence of the paramagnetic term on the chemical shift. The same trend was also observed in the series of FC(O)O x C(O)F (x = 0-3) compounds [12]. Also a solvent effect in the chemical shift can be seen.…”

Section: Nmr Spectroscopysupporting

confidence: 75%

Bis(trifluoromethyl)dicarbonate, CF3OC(O)OC(O)OCF3

García

Willner

Paci

et al. 2005

Journal of Fluorine Chemistry

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“…Interesting compounds could be generated by association reactions between these radicals [23][24][25]. In fact, the FC(O)OOO(O)CF is formed as a byproduct in the thermal reaction between F 2 and CO in the presence of O 2 [26,27]. Also it is formed in the 248-nm laser flash photolysis of (FCO) 2 in the presence of O 2 at total SF 6 pressures ranging from 100 to 250 Torr [11],…”

Section: Introductionmentioning

confidence: 98%