1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins

Leslie T. Gelbaum, Donald G. Patterson, David L. Ashley, Donald F. Groce

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Abstract

The 22 tetrachlorinated dibenzo-p-dioxins (TCDDs) were prepared by reacting the dipotassium salt of a chlorinated catechol with a chlorinated benzene or an ortho-chlorinated nitrobenzene. Some of the purified reaction products contained isomers formed by the Smiles rearrangement. The 300 MHz 1H-Nuclear Magnetic Resonance (NMR) spectra of these reaction products are presented. The spectra were assigned by spectral analysis and by comparison of NMR integrations with data from Gas Chromatographic-Flame Ionization Detection (GC-FID) measurements. The uniqueness of the spectra makes NMR measurement an efficient means for the isomer-specific determination of the 22 TCDDs at the microgram level.

Original languageEnglish (US)
Pages (from-to)551-558
Number of pages8
JournalChemosphere
Volume17
Issue number3
DOIs
Publication statusPublished - 1988

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All Science Journal Classification (ASJC) codes

  • Environmental Engineering
  • Environmental Chemistry
  • Chemistry(all)
  • Pollution
  • Health, Toxicology and Mutagenesis

Cite this

Gelbaum, L. T., Patterson, D. G., Ashley, D. L., & Groce, D. F. (1988). 1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins. Chemosphere, 17(3), 551-558. https://doi.org/10.1016/0045-6535(88)90030-6