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J Org Chem. 2003 Dec 12;68(25):9654-8.

Modeling the co-antioxidant behavior of monofunctional phenols. Applications to some relevant compounds.

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  • 1Dipartimento di Chimica Organica "A. Mangini", Universit√† di Bologna, Via San Donato 15, I-40127 Bologna, Italy.


A study on the regeneration of alpha-tocopherol (vitamin E) by phenolic co-antioxidants in homogeneous hydrocarbon solution is reported. The behavior of some relevant phenols such as BHA, BHT, and trans-resveratrol appears to be nicely predicted by a model based on the knowledge of kinetic and thermochemical data concerning the various reactants. Despite its good reputation as an antioxidant, trans-resveratrol was found only moderately effective (k(inh) = 2.0 x 10(5) M(-1) s(-1) in chlorobenzene at 303 K) and unable to recycle vitamin E.

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