Metabolism of Chlorinated Naphthalenes

Luis Ruzo, Dan Jones, Stephen Safe, Otto Hutzinger

Research output: Contribution to journalArticlepeer-review

31 Scopus citations


1-Chloro-4-[2H]naphthalene was administered to a pig and the 4-chloronaphthol metabolite retained 18% of the deuterium. 1,4-Dichloro- and 1,4-dibromonaphthalene gave 2,4-dihalonaphthols as the major products and the results are consistent with the intermediacy of arene oxides; decomposition of these intermediates is accompanied by a 1,2 migration of deuterium and halogen, respectively. 1,2-Dichloronaphthalene and 1,2,3,4-tetrachloronaphthalene also give phenolic metabolites; however, the higher chlorinated isomer, 1,2,3,4,5,6-hexachloronaphthalene, was not metabolized.

Original languageEnglish (US)
Pages (from-to)581-583
Number of pages3
JournalJournal of Agricultural and Food Chemistry
Issue number3
StatePublished - May 1 1976

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)


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