72054-29-6Relevant academic research and scientific papers
Spin trapping of radical intermediates generated by the oxidation of substituted 4-methylphenols
Majzlik, Petr,Omelka, Ladislav,Superatova, Renata,Holubcova, Petra
experimental part, p. 1260 - 1268 (2011/10/09)
A series of substituted 4-methylphenols 1 and 2 was oxidized with PbO 2 in the presence of nitroso compounds 3-10. The formation of adducts of benzyl radicals with the nitroso spin traps in the reaction mixture was established, suggesting the abstraction of an H-atom from the methyl substituent of 1 or 2. In the consecutive steps, the adducts underwent a further rearrangement to the corresponding nitrones. When the starting phenol contained bulky tBu groups in ortho-position (see 2,6-di(tert-butyl)-4- methylphenol (1a)), the stable 2,6-di(tert-butyl)-4R-phenoxy radicals (R=-CH=N+(O-)-X) were detected as the final radical products. The indirect evidence of nitrones in the reaction mixture was performed in one case by the reaction with a RO2 radicals. Copyright
