The oxidation of 2-alkoxy-3,6-di-tert-butylphenols. The reversible dimerization of 2-alkoxy-3,6-di-tert-butylphenoxy radicals |
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Authors: | Gleb A Abakumov |
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Institution: | G.A. Razuvaev Institute of Organometallic Chemistry, Tropinina str. 49, 603950 Nizhny Novgorod, Russia |
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Abstract: | The oxidation of 2-alkoxy-3,6-di-tert-butylphenols has been studied. It was found that 2-RO-3,6-di-tert-butylphenoxy radicals (R = Et, Pr, Ph) undergo dimerization by C-O coupling. The X-ray structure of 2-ethoxy-3,6-di-tert-butylphenoxy dimer has been determined. Radical dimers dissociate reversibly in solution to give two phenoxy radicals at 200-350 K. By using EPR spectroscopy the equilibrium concentration of the phenoxy radicals, equilibrium constants and ΔH and ΔS of dissociation have been determined. |
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Keywords: | Phenol Oxidation Phenoxy radical Reversible dissociation |
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