Baciocchi, Enrico published the artcileOxidation of non-phenolic β-O-aryl-lignin model dimers catalyzed by lignin peroxidase. Comparison with the oxidation induced by potassium 12-tungstocobalt(III)ate, HPLC of Formula: 183303-74-4, the publication is Journal of the Chemical Society, Perkin Transactions 2 (2001), 1506-1511, database is CAplus.
The H2O2-promoted oxidations of the non-phenolic β-O-aryl-lignin model dimers 1-(3,4-dimethoxyphenyl)-2-phenoxyethanol (I) and 2-(4-methoxyphenoxy)-1-phenylethanol (II) catalyzed by lignin peroxidase (III) at pH =4.0 were studied. The oxidation of I mainly leads to the corresponding ketone, indicating that the prevailing reaction of the intermediate radical cation I+· is Cα-H deprotonation. The oxidation of II forms 2-(4-methoxyphenoxy)-2-phenylethanol, an isomer of II, 2-phenyl-1,4-dioxaspiro[4,5]deca-6,9-dien-8-one (IV), and products coming from the cleavage of the C-C bond γ to the more electron rich ring. The formation of all of these products can be rationalized by assuming that the main reaction of the intermediate II+· is a nucleophilic attack of the alc. OH group on the ring bearing the pos. charge. This leads to a spirocyclohexadienyl radical, which either is then oxidized to the dioxaspirodecadienone IV or undergoes ring opening to give an alkoxyl radical from which the isomer of II and the C-C bond cleavage products may form. Support for this mechanism was provided by a study of the oxidation of 4-MeOC6H4OCH2CD2OH and by comparing the results with those obtained when the alkoxyl radical 4-MeOC6H4OCH2CD2O· was generated from 4-MeOC6H4OCH2CD2OOt-Bu. The oxidation of I induced by the genuine one-electron oxidant K 12-tungstocobalt(III)ate (V) at pH =4.0 confirms the results obtained with III. However, under the same conditions, no fragmentation products were observed in the oxidation of II, probably because of a fast oxidation, by V, of the spirocyclohexadienyl radical.
Journal of the Chemical Society, Perkin Transactions 2 published new progress about 183303-74-4. 183303-74-4 belongs to ethers-buliding-blocks, auxiliary class Benzene,Alcohol,Ether, name is 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, and the molecular formula is C16H18O4, HPLC of Formula: 183303-74-4.
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https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem