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

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

Research output: Contribution to journalArticle

19 Citations (Scopus)

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
StatePublished - Jan 1 1988

Fingerprint

dioxin
nuclear magnetic resonance
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Reaction products
Isomers
Magnetic resonance measurement
Flame Ionization
Nitrobenzene
Benzene
Spectrum analysis
spectral analysis
benzene
Ionization
ionization
Salts
Gases
salt
gas
dibenzo(1,4)dioxin

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. J., 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
Gelbaum, Leslie T. ; Patterson, Donald George Jr ; Ashley, David L. ; Groce, Donald F. / 1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins. In: Chemosphere. 1988 ; Vol. 17, No. 3. pp. 551-558.
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Gelbaum, LT, Patterson, DGJ, Ashley, DL & Groce, DF 1988, '1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins', Chemosphere, vol. 17, no. 3, pp. 551-558. https://doi.org/10.1016/0045-6535(88)90030-6

1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins. / Gelbaum, Leslie T.; Patterson, Donald George Jr; Ashley, David L.; Groce, Donald F.

In: Chemosphere, Vol. 17, No. 3, 01.01.1988, p. 551-558.

Research output: Contribution to journalArticle

TY - JOUR

T1 - 1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins

AU - Gelbaum, Leslie T.

AU - Patterson, Donald George Jr

AU - Ashley, David L.

AU - Groce, Donald F.

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AB - 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.

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Gelbaum LT, Patterson DGJ, Ashley DL, Groce DF. 1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins. Chemosphere. 1988 Jan 1;17(3):551-558. https://doi.org/10.1016/0045-6535(88)90030-6