title: Experimental detection of one case of benzene epoxidation by a peroxy radical and computational prediction of another.
abstract: Reaction of the beta-styryl radical with O2 in benzene results in a low yield of benzene oxide, which is shown by isotopic labeling to arise from the solvent. Ab initio and DFT calculations elucidate the mechanism of this reaction, and identify the properties of other radicals that should be more effective promoters of the reaction. The CN radical is found to be one candidate.
authors.affiliation: Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University. Ithaca, New York 14853-1301, USA.
authors.forename: David A
authors.initials: DA
authors.lastname: Broyles
authors.forename: Barry K
authors.initials: BK
authors.lastname: Carpenter
mesh_terms: D001554:Benzene / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D003198:Computer Simulation; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D010545:Peroxides / Q000737:chemistry*
chemical_list: D001555:Benzene Derivatives; D004852:Epoxy Compounds; D010545:Peroxides; C049375:perhydroxyl radical; D001554:Benzene