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Mechanism for semiquinone formation in the oxygen negative chemical ionization mass spectrometry of 2,3,7,8‐tetrachlorodibenzo‐ p ‐dioxin
Author(s) -
Mitchum Ronald K.,
Korfmacher Walter A.,
Althaus James R.
Publication year - 1984
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210190203
Subject(s) - chemistry , semiquinone , oxygen , chemical ionization , mass spectrometry , reaction mechanism , ion , ionization , oxygen atom , photochemistry , selectivity , atmospheric pressure chemical ionization , fast atom bombardment , analytical chemistry (journal) , quinone , chromatography , stereochemistry , organic chemistry , molecule , catalysis
The high toxicity of 2,3,7,8‐tetrachlorodibenzo‐ p ‐dioxin (2,3,7,8‐TCDD) has led to the development of selective and highly sensitive quantitative methods for mass spectral analysis. Analytical selectivity has been demonstrated for the oxygen negative chemical ionization (ONCI) reaction of TCDD in an oxygen‐rich plasma. While the reaction product (4,5‐dichloro‐1,2‐benzoquinone anion) of 2,3,7,8‐TCDD and oxygen is well known, the mechanism of its formation has not been studied thoroughly. In this report the results of a study involving the reaction of 18 O 2 with 2,3,7,8‐TCDD under high pressure and low pressure ONCI conditions are reported. A mechanism is proposed which is compatible with the observation that one 18 O atom is incorporated into the product anion.