2009
DOI: 10.1002/kin.20454
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Formation of a promazine radical and promazine 5‐oxide in the reaction of promazine with hydrogen peroxide: Mechanistic insight from kinetic and EPR measurements

Abstract: The kinetics of the oxidation of promazine (PMZ) by hydrogen peroxide was studied in the presence of a large excess of H 2 O 2 in acidic chloride media using UV-vis spectroscopy. The reaction proceeds via two consecutive steps. In the first step, oxidation leads to formation of a promazine radical. In the second step, the promazine radical is oxidized to promazine 5-oxide. Electron paramagnetic resonance spectroscopy (EPR) results provide clear evidence for the formation of an intermediate promazine radical. L… Show more

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Cited by 3 publications
(3 citation statements)
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References 28 publications
(27 reference statements)
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“…The spectra have unresolved hyperfine lines probably due to the large number of lines, the relatively low spin density of the unpaired electron at the lateral ring protons, and also incomplete averaging of the g factor and/or hyperfine anisotropy. Similar unresolved or poorly resolved spectra have been observed before for different phenothiazine radicals, for example, MB 13,31, promazine 32,33, and chlorpromazine 34. The AB radical species is formed immediately and can be detected at 0.3 s (equipment limit) after mixing of the reaction solutions.…”
Section: Methodssupporting
confidence: 78%
“…The spectra have unresolved hyperfine lines probably due to the large number of lines, the relatively low spin density of the unpaired electron at the lateral ring protons, and also incomplete averaging of the g factor and/or hyperfine anisotropy. Similar unresolved or poorly resolved spectra have been observed before for different phenothiazine radicals, for example, MB 13,31, promazine 32,33, and chlorpromazine 34. The AB radical species is formed immediately and can be detected at 0.3 s (equipment limit) after mixing of the reaction solutions.…”
Section: Methodssupporting
confidence: 78%
“…The EPR spectrum exhibits a single very narrow isotropic line with g = 2.0026 ± 0.0001 and a peak‐to‐peak width of Δ B pp ∼ 0.06 mT. The EPR parameters are completely different than those observed in our previous studies for similar systems, i.e., imipramine–cerium(IV), imipramine–peroxydisulfate , promazine–dioxygen, and promazine–hydrogen peroxide . The EPR spectra of species formed due to the imipramine and promazine oxidation radicals had unresolved or poorly resolved hyperfine lines arising from the coupling of the unpaired electron with a heterocyclic ring nitrogen nucleus, many nonequivalent protons of the side chain, and lateral ring protons.…”
Section: Resultscontrasting
confidence: 57%
“…Compared to manganese(III)-pyrophosphate, the green oxidants, such as oxygen or hydrogen peroxide, react slowly and require the use of transition metal complexes as catalysts for the oxidation process [38,39].…”
Section: Resultsmentioning
confidence: 99%