4380-91-0Relevant articles and documents
On the Oxygenation of Several Aromatic and Aliphatic Compounds with Aqueous Ferrous Ion-molecular Oxygen
Miura, Toshiaki,Shibata, Kunihiko,Adachi, Kenichi,Sawaya, Takuji,Kimura, Michiya
, p. 100 - 105 (2007/10/02)
Hydroxylation was shown to occur readily in the reactions of aromatic compounds siuch as benzoic acid, nitrobenzene, acetanilide, and phenol with ferrous ion-molecular oxygen in 0.5M phosphate buffer (pH 6.8) at 40 deg C for 3 h.The yields of hydroxylated products were higher than those obtained with other reported hydroxylation systems of transition metal-molecular oxygen.The NIH shift was not observed in the title reactions of C(4)-deuterioacetanilide and C(4)-deuteriobenzoic acid.This system was also demonstrated to oxygenate caproic acid to give a mixture of 3-, 4-, and 5-oxocaproic acids in 67percent total yield. Keywords ---- hydroxylation of aromatic compound; ferrous ion; molecular oxygen; benzoic acid; nitrobenzene; acetanilide; phenol; NIH shift; oxygenation of caproic acid; GC-MS of methyl oxocaproate