Trifluoromethyl fluoroformyl trioxicarbonate, CF3OC(O)OOOC(O)F: The first nonsymmetric acyl trioxide

This paper reports for the first time the synthesis and characterization of trifluoromethyl fluoroformyl trioxicarbonate, CF3OC(O)OOOC(O)F. The new trioxide is obtained from the gas-phase photolytic reaction of CF 3C(O)OC(O)CF3and FC(O)C(O)F at 223-228 K. It is a very thermally labile molecule that...

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Bibliographic Details
Authors: Manetti, Martin Diego, Burgos Paci, Maximiliano Alberto, Argüello, Gustavo Alejandro
Format: article
Status:Published version
Publication Date:2009
Country:Argentina
Institution:Consejo Nacional de Investigaciones Científicas y Técnicas
Repository:CONICET Digital (CONICET)
Language:English
OAI Identifier:oai:ri.conicet.gov.ar:11336/76928
Online Access:http://hdl.handle.net/11336/76928
Access Level:Open access
Keyword:Fluorinated Compounds
Thermal Decompositions
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Description
Summary:This paper reports for the first time the synthesis and characterization of trifluoromethyl fluoroformyl trioxicarbonate, CF3OC(O)OOOC(O)F. The new trioxide is obtained from the gas-phase photolytic reaction of CF 3C(O)OC(O)CF3and FC(O)C(O)F at 223-228 K. It is a very thermally labile molecule that decomposes at room temperature by rupture of either of the CF3OC(O)O-O-OC(O)F bonds. These bonds are nonequivalent, and a branching ratio of 0.8 for fragmentation through the CF3OC(O)OO-OC(O)F bond was obtained. Unambiguous identification was possible through reaction of the trioxide with an excess of NO2. Potential-energy surfaces (PES) of the different rotamers were studied by the B3LYP/6-311+G* method, and analysis of the IR frequency of the possible mixture of rotamers agrees excellently with the experimental IR spectrum. This molecule is the first nonsymmetric acyl trioxide reported in the literature.