Correlation between the Thermodynamic and Kinetic Parameters of the Oxidation Reactions of Substituted Mononuclear Arenes in the Presence of N-Hydroxyphthalimide

The effect the structure of substituted mononuclear arenes has on the thermodynamic functions of reactions during their oxidation in the presence of N-hydroxyphthalimide is studied. The relationship between the free energy of the oxidation of cumene, isopropyl-m-xylene, isopropyl-o-xylene, isopropyl-p-xylene, m-cymene, p-cymene, and cyclohexylbenzene and its rate at 363–413 K is studied. There is a strong correlation between the free energy of hydrogen abstraction from a tertiary carbon atom with an N-hydroxyphthalimide radical, the rate constant of this reaction, and rate of oxidation for different isomers of the same hydrocarbon, making it possible to predict their relative oxidability.