title: Gas chromatographic and spectral properties of pentafluorobenzyl derivatives of 2,4-dichlorophenoxyacetic acid and phenolic pesticides and metabolites.
abstract: Eleven phenols and 2,4-dichlorophenoxyacetic acid, compounds that may be found in body fluids of humans exposed to pesticides, are derivatized with pentafluorobenzyl bromide and characterized by gas chromatography with electron capture detection. These derivatives are further characterized by positive and negative chemical ionization mass spectrometry, nuclear magnetic resonance spectroscopy, and gas chromatography-Fourier transform infrared spectroscopy. Negative chemical ionization mass spectra of all derivatives have an anionic base peak derived from the parent analyte. In the positive mode the nonchlorinated derivatives have base peaks indicative of the analyte, while chlorinated derivatives are cleaved to give the pentafluorobenzyl cation as base peak. The possibility is explored that ortho-substituted phenols might be formed as byproducts in these derivatizations.
authors.affiliation: Division of Environmental Health Laboratory Sciences, Center for Environmental Health and Injury Control, Atlanta, Georgia 30333.
authors.forename: R E
authors.initials: RE
authors.lastname: Cline
authors.forename: G D
authors.initials: GD
authors.lastname: Todd
authors.forename: D L
authors.initials: DL
authors.lastname: Ashley
authors.forename: J
authors.initials: J
authors.lastname: Grainger
authors.forename: J M
authors.initials: JM
authors.lastname: McCraw
authors.forename: C C
authors.initials: CC
authors.lastname: Alley
authors.forename: R H
authors.initials: RH
authors.lastname: Hill
mesh_terms: D015084:2,4-Dichlorophenoxyacetic Acid / Q000032:analysis*; D002849:Chromatography, Gas / Q000379:methods*; D005464:Fluorobenzenes / Q000032:analysis* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D013058:Mass Spectrometry / Q000379:methods*; D010575:Pesticides / Q000032:analysis* / Q000378:metabolism; D010636:Phenols / Q000032:analysis / Q000378:metabolism
chemical_list: D005464:Fluorobenzenes; D010575:Pesticides; D010636:Phenols; D015084:2,4-Dichlorophenoxyacetic Acid