title: Mechanistic studies on the dibenzofuran formation from phenanthrene, fluorene and 9-fluorenone.
abstract: We carried out molecular orbital theory calculations for the homogeneous gas-phase formation of dibenzofuran from phenanthrene, fluorene, 9-methylfluorene and 9-fluorenone. Dibenzofuran will be formed if ∙OH adds to C8a, and the order of reactivity follows as 9-fluorenone > 9-methylfluorene > fluorene > phenanthrene. The oxidations initiated by ClO∙ are more favorable processes, considering that the standard reaction Gibbs energies are at least 21.63 kcal/mol lower than those of the equivalent reactions initiated by ∙OH. The adding of ∙OH and then O2 to phenanthrene is a more favorable route than adding ∙OH to C8a of phenanthrene, when considering the greater reaction extent. The reaction channel from fluorene and O2 to 9-fluorenone and H2O seems very important, not only because it contains only three elementary reactions, but because the standard reaction Gibbs energies are lower than -80.07 kcal/mol.
authors.affiliation: Environment Research Institute, Shandong University, Jinan 250100, China. lishanqing@mail.sdu.edu.cn.
authors.forename: Shanqing
authors.initials: S
authors.lastname: Li
authors.affiliation: Environment Research Institute, Shandong University, Jinan 250100, China. zqz@sdu.edu.cn.
authors.forename: Qingzhu
authors.initials: Q
authors.lastname: Zhang
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D005449:Fluorenes / Q000737:chemistry*; D005740:Gases / Q000737:chemistry; D017665:Hydroxyl Radical / Q000737:chemistry; D010084:Oxidation-Reduction; D010616:Phenanthrenes / Q000737:chemistry*; D011789:Quantum Theory; D013816:Thermodynamics
chemical_list: D001572:Benzofurans; D005449:Fluorenes; D005740:Gases; D010616:Phenanthrenes; D017665:Hydroxyl Radical; C041509:fluorene; C031181:phenanthrene; C023614:dibenzofuran; C028401:9-fluorenone