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

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.