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

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

doi:10.1016/0045-6535(88)90030-6

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

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

Forensic Science Program

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

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 language	English (US)
Pages (from-to)	551-558
Number of pages	8
Journal	Chemosphere
Volume	17
Issue number	3
DOIs	https://doi.org/10.1016/0045-6535(88)90030-6
State	Published - 1988

All Science Journal Classification (ASJC) codes

Environmental Engineering
Environmental Chemistry
General Chemistry
Pollution
Health, Toxicology and Mutagenesis

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10.1016/0045-6535(88)90030-6

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title = "1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins",

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.",

author = "Gelbaum, {Leslie T.} and Patterson, {Donald G.} and Ashley, {David L.} and Groce, {Donald F.}",

note = "Funding Information: AcknowledRments. The authors would like to thank Dr. Fred Churchill for his helpful suggestions This study was supported by funds from the Agency for Toxic Substances and Disease Registry, Public Health Service, U.S. Department of Health and Human Services, Atlanta, Georgia 30333.",

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doi = "10.1016/0045-6535(88)90030-6",

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

AU - Gelbaum, Leslie T.

AU - Patterson, Donald G.

AU - Ashley, David L.

AU - Groce, Donald F.

N1 - Funding Information: AcknowledRments. The authors would like to thank Dr. Fred Churchill for his helpful suggestions This study was supported by funds from the Agency for Toxic Substances and Disease Registry, Public Health Service, U.S. Department of Health and Human Services, Atlanta, Georgia 30333.

PY - 1988

Y1 - 1988

N2 - 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.

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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JO - Chemosphere

JF - Chemosphere

IS - 3

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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