61857-45-2Relevant academic research and scientific papers
Perfluorobutylperoxyl Radical as an Oxidant in Various Solvents
Nahor, G. S.,Neta, P.,Alfassi, Z. B.
, p. 4419 - 4422 (1991)
Perfluorobutylperoxyl radicals were produced by pulse radiolysis of aerated solutions of perfluorobutyl iodide.The rate constants for reaction of this radical with several organic reductants, chlorpromazine, trolox, hydroquinone, and several other phenols, were determined in various solvents and were found to be in the range of 105 -109 M-1 s-1.By comparison with other haloalkylperoxyl radicals, C4F9OO. was found to be a much more powerful oxidant, whose reactions took place more rapidly and were less sensitive to solvent and substituent effects.The rate constants (k) for oxidation of a series of para-substituted phenols by C4F9OO. gave a good linear correlation between log k and the electrophilic substituent constant ?+, with a slope of ρ+ = -2.3, indicating formation of a positively charged transition state.Parallel experiments with CCl3OO. were limited to the most reactive phenols and gave a higher slope, ρ+ = -3.3.The rates of reaction of C4F9OO. with trolox and chlorpromazine were found to depend on solvent viscosity, but much less on solvent polarity and acid-base properties, probably because they were closer to the diffusion-controlled limit.The longer chain C10F21OO. was somewhat less reactive than C4F9OO. because of geometric factors.
Mechanism of action of sensors for reactive oxygen species based on fluorescein-phenol coupling: The case of 2-[6-(4′-hydroxy)phenoxy-3H- xanthen-3-on-9-yl]benzoic acid
Heyne, Belinda,Maurel, Vincent,Scaiano
, p. 802 - 807 (2006)
We demonstrate the ability of a sensor containing a tethered fluorescein-phenol structure to react with peroxyl radicals and with an oxidizing agent such as potassium ferricyanide. This latter reaction yields the corresponding peroxyl radical as observed
Direct Irradiation of Phenol and Para-Substituted Phenols with a Laser Pulse (266 nm) in Homogeneous and Micro-heterogeneous Media. A Time-Resolved Spectroscopy Study
Siano, Gastón,Crespi, Stefano,Bonesi, Sergio M.
, p. 14012 - 14025 (2020/11/20)
Direct irradiation of para-substituted phenols under N2 atmosphere in homogeneous (cyclohexane, acetonitrile, and methanol) and micellar (SDS) solution was investigated by means of time-resolved spectroscopy. After a laser pulse (266 nm), two transient species were formed, viz. the para-substituted phenol radical-cations and the corresponding phenoxy radicals. The radical-cations showed a broad absorption band located between 390 and 460 nm, while the phenoxy radicals showed two characteristic bands centered at 320 nm and 400-410 nm. The deprotonation rate constant of radical-cations (kH) of 105 s-1 and the reaction rate constant of the phenoxy radicals (kR) in the order of 109-1010 M-1·s-1 have been derived. The kH rate constants gave good linear Hammett correlation with positive slope indicating that electron-withdrawing substituents enhance the radical-cation acidity. The binding constants (Kb) of the para-substituted phenols with the surfactant were also measured, and NOESY experiments showed that phenols were located in the hydrophobic core of the micelle. Finally, computational calculations provided the predicted absorption spectra of the transients and nice linear correlations were obtained between the theoretical and experimental energy of the lower absorption band of these species.
