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Genthner, Barbara R. Sharak, G.T. Townsend and P.J. Chapman. 1989. Anaerobic Transformation of Phenol to Benzoate via para-Carboxylation: Use of Fluorinated Analogues to Elucidate the Mechanism of Transformation. EPA/600/J-89/173. Biochem. Biophys. Res. Commun. 162(3):945-951. (ERL,GB 681). (Avail. from NTIS, Springfield, VA: PB90-140849)

Isomeric fluorophenols were used as phenol analogues to investigate the transformation of phenol to benzoate by an anaerobic, phenol-degrading consortium derived from freshwater sediment. Transformation of 2-fluorophenol and 3-fluorophenol occurred in the presence or absence of phenol and led to the accumulation of fluorobenzoic acids. Identification of the resulting fluorobenzoate products as 3-fluorobenzoate and 2-fluorobenzoate isomers, respectively, together with the nontransformation of 4-fluorophenol indicated that the carboxyl group was introduced para to the phenolic hydroxyl group.

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