Peroxyl radical clocks.

Roschek B, Tallman KA, Rector CL, Gillmore JG, Pratt DA, Punta C, Porter NA
J Org Chem. 2006 71 (9): 3527-32

PMID: 16626136 · DOI:10.1021/jo0601462

A series of peroxyl radical clocks has been developed and calibrated based on the competition between the unimolecular beta-fragmentation (k(beta)) of a peroxyl radical and its bimolecular reaction with a hydrogen atom donor (k(H)). These clocks are based on either methyl linoleate or allylbenzene and were calibrated directly with alpha-tocopherol or methyl linoleate, which have well-established rate constants for reaction with peroxyl radicals (k(H-tocopherol) = 3.5 x 10(6) M(-1) s(-1), k(H-linoleate) = 62 M(-1) s(-1)). This peroxyl radical clock methodology has been successfully applied to determine inhibition and propagation rate constants ranging from 10(0) to 10(7) M(-1) s(-1).

MeSH Terms (6)

Calibration Chromatography, High Pressure Liquid Linoleic Acids Oxidation-Reduction Peroxides Vitamin E

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