dissociation energies of o stronghstrong bonds of phenols and.pdfVIP

15 Dissociation Energies of O−H Bonds of Phenols and Hydroperoxides Denisov Evgeny and Denisova Taisa Institute of Problems of Chemical Physics RAS Russia 1. Introduction The bond dissociation energy is very important characteristic of molecule that usually refers to standard thermodynamic state in gas phase (298 K, pressure 1 atm). When these thermodynamic quantities are known they become an invaluable tool for calculation of activation energies and rate constants of homolytic reactions. Phenols are widely used as antioxidants for stabilization of organic compounds and materials. Many organic compounds are oxidized by oxygen due to contact with air. Phenols are used for stabilization of variety organic products such as polyolefins, polystyrene, and rubbers (Hamid, 2000; Scott, 1980; Pospisil Klemchuk, 1990; Scott, 1993), monomers (Mogilevich Pliss, 1990), hydrocarbon fuels (Denisov Kovalev, 1990), lubricants (Kuliev, 1972), edible fats and oils (Emanuel Lyaskovskaya, 1961), cosmetics, drugs etc. Autooxidation of substrate RH proceeds as free radical chain process with participation of free radicals R• and RO2• and formation of hydroperoxide ROOH (Emanuel et al., 1967; Mill Hendry, 1980; Denisov Khudyakov, 1987; Denisov Afanas’ev, 2005). The kinetic scheme of chain oxidation of a hydrocarbon is presented below. ROOH R O2