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Soil degradation of trifluralin: Mass spectrometry of products and potential products
Author(s) -
Golab Tomasz,
Occolowitz J. L.
Publication year - 1979
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200060102
Subject(s) - mass spectrum , chemistry , trifluralin , amine gas treating , mass spectrometry , nitrogen , ionic bonding , polyatomic ion , yield (engineering) , ion , medicinal chemistry , bond cleavage , organic chemistry , catalysis , chromatography , materials science , weed control , agronomy , metallurgy , biology
The examination of soil which has been treated with trifluralin (TREFLAN ® α,α,α‐trifluoro‐2,6‐dinitro‐ N,N ‐dipropyl‐ p ‐toluidine) has resulted in the identification of 28 degradation products. This paper presents the mass spectra of these products and a number of related compounds which were suspected products but were not found in trifluralin‐treated soil. The mass spectra of the N,N ‐dialkylamines, with one exception, show major peaks due to amine α‐cleavage and due to amine α‐cleavage followed by carbon‐nitrogen bond fission with rearrangement of a hydrogen atom. Compounds having nitro groups yield mass spectra containing peaks due to intra‐ionic oxidation by the nitro groups. In some cases, propionyl ions formed by this process are major ions in the spectra. Azo and azoxybenzenes resulting from condensation of two trifluralin moieties through nitronitrogens fragment mainly through the nitrogen‐nitrogen bond.