Influence of hydrogen bonds on the activity of oxidation inhibitors
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Oxygen-containing compounds (alcohols, ketones, hydroperoxides) form hydrogen bonds with inhibitors of oxidation (α-naphthol, α naphthylamine) and lower their reactivity in the reaction with peroxide radicals. The inhibiting reaction of cyclohexanol and cyclohexanone on the reaction of RO2 with α-naphthol and n-butanol, and that of cumyl hydroperoxide and cyclohexanone on the reaction of RO2 with α-naphthylamine is quantitatively characterized by the relative rate constants of the reaction and the equilibrium constants of hydrogen bond formation.
Data were obtained demonstrating the existence of two types of reactions of peroxide compounds with inhibitors — the reaction of stripping of a hydrogen atom from the inhibitor and the reaction of reversible addition of the peroxide radical to the inhibitor molecule. The ratios of the constants characterizing both reaction were calculated.
KeywordsHydrogen Bond Hydrogen Atom Ketone Hydroperoxide Inhibitor Molecule
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