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. 1994 Nov;60(11):4111–4115. doi: 10.1128/aem.60.11.4111-4115.1994

Regiospecificity of Chlorophenol Reductive Dechlorination by Vitamin B12s

Mark H Smith 1,†, Sandra L Woods 1,*
PMCID: PMC201944  PMID: 16349438

Abstract

Vitamin B12, reduced by titanium (III) citrate to vitamin B12s, catalyzes the reductive dechlorination of chlorophenols. Reductive dechlorination of pentachlorophenol and of all tetrachlorophenol and trichlorophenol isomers was observed. Reaction of various chlorophenols with vitamin B12 favored reductive dechlorination at positions adjacent to another chlorinated carbon, but chlorines ortho to the hydroxyl group of a phenol were particularly resistant to reductive dechlorination, even if they were also ortho to a chlorine. This resulted in a reductive dechlorination pattern favoring removal of para and meta chlorines, which differs substantially from the pattern exhibited by anaerobic microbial consortia.

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Selected References

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