A detailed catalytic study of (where --[2-(3-hydroxy-1,3-diphenyl-allylideneamino)-ethylamino]--1,3-diphenyl-propen-1-ol) for hydrocarbon oxidation was carried out, focusing on the role of solvent, atmospheric dioxygen, and oxidant on catalytic efficiency. The data showed that catalyst was efficient in homogeneous hydrocarbon oxidations providing significant yields. Moreover,tert-BuOOH provided comparable oxidation yields with , slightly favoring the formation of alcohols and ketonesversusepoxides. Dioxygen intervened in the catalytic reaction, influencing the nature of oxidation products. The polarity of solvent strongly influenced the reaction rates and the nature of oxidation products. A mechanistic model is postulated assuming that functionsviathe formation of iron-hydroperoxo-species, followed by a radical-based mechanistic path.