65127-27-7Relevant academic research and scientific papers
Peroxyesters as precursors to peroxyl radical clocks
Hanthorn, Jason J.,Pratt, Derek A.
scheme or table, p. 276 - 284 (2012/03/11)
The reactions of peroxyl radicals are at the center of the oxidative degradation of essentially all petroleum-derived hydrocarbons and biological lipids and consequently, the inhibition of these processes by radical-trapping antioxidants. Recently describ
A simple Cu-catalyzed coupling approach to substituted 3-pyridinol and 5-pyrimidinol antioxidants
Nara, Susheel J.,Jha, Mukund,Brinkhorst, Johan,Zemanek, Tony J.,Pratt, Derek A.
supporting information; experimental part, p. 9326 - 9333 (2009/04/06)
(Chemical Equation Presented) A convenient approach to 3-pyridinols and 5-pyrimidinols via a two-step Cu-catalyzed benzyloxylation/catalytic hydrogenation sequence is presented. The corresponding 3-pyridinamines and 5-pyrimidinamines can be prepared in an analogous sequence utilizing benzylamine in lieu of benzyl alcohol. The radical-scavenging ability of these derivatives are preliminarily explored and reveal that the increased acidities of the pyridinols and pyrimidinols render them susceptible to more significant kinetic solvent effects when compared to phenols.
Peroxyl radical clocks
Roschek Jr., Bill,Tallman, Keri A.,Rector, Christopher L.,Gillmore, Jason G.,Pratt, Derek A.,Punta, Carlo,Porter, Ned A.
, p. 3527 - 3532 (2007/10/03)
A series of peroxyl radical clocks has been developed and calibrated based on the competition between the unimolecular β-fragmentation (k β) of a peroxyl radical and its bimolecular reaction with a hydrogen atom donor (kH). These clocks are based on either methyl linoleate or allylbenzene and were calibrated directly with α-tocopherol or methyl linoleate, which have well-established rate constants for reaction with peroxyl radicals (kH-tocopherol = 3.5 × 10-6 M-1 s-1, kH-linoieate = 62 M-1 s-1). This peroxyl radical clock methodology has been successfully applied to determine inhibition and propagation rate constants ranging from 10° to 107 M-1 s-1.
Low-temperature oxidation of phenylalkenes with tert-butyl hydroperoxide in the presence of aluminum and titanium tert-butylates
Martynova,Stepovik,Dodonov
, p. 1593 - 1597 (2007/10/03)
Tert-Butyl hydroperoxide in the presence of aluminum and titanium tert-butylates oxidizes phenylalkenes to carbonyl compounds, as well as unsaturated alcohols and their epoxidation products; the process involves free radicals. Organometallic peroxides tak
Oxymetallation. Part 24. Preparation of cyclic peroxides by cycloperoxymercuriation of unsaturated hydroperoxides
Bloodworth,Curtis,Spencer,Tallant
, p. 2729 - 2750 (2007/10/02)
Seventeen unsaturated hydroperoxides have been converted by treatment with mercury(II) acetate and/or mercury(II) nitrate into nineteen new mercuriated cyclic peroxides and by subsequent demercuriation with alkaline sodium borohydride, six new mercury-free peroxides have been isolated. The results greatly extend the range of such reactions and provide information about the stereoselectivities and relative ease of several different modes of cycloperoxymercuriation. It is suggested that the reactions with mercury(II) acetate are kinetically controlled whereas those with mercury(II) nitrate show a component of thermodynamic control of product distribution.
