title: Calculated properties of arene oxides of biological interest. 1. Molecular orbital examination of simple models.
abstract: The INDO calculational formalism is shown to account for the relative ease of carbonium ion formation and for the variation in isomerization rates of some simple arene oxides. Transition-state energy differences provide a reasonable correlation with observed isomerization rates for benzene oxide, methyl-substituted benzene oxides, naphthalene 1,2-oxide, and phenanthrene 9,10-oxide.
mesh_terms: D004852:Epoxy Compounds / Q000378:metabolism; D004988:Ethers, Cyclic / Q000378:metabolism; D007536:Isomerism; D008968:Molecular Conformation; D011789:Quantum Theory; D013816:Thermodynamics
chemical_list: D004852:Epoxy Compounds; D004988:Ethers, Cyclic