Abstract
Decomposition of 3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione (DTTT) has been studied by UV-visible spectroscopy (UV-VIS), high-performance liquid chromatography (HPLC), gas chromatography-mass spectrometry (GC-MS), and fast atom bombardment-mass spectrometry (FAB-MS). Hydrolysis rate constants for DTTT and rate constants for product formation were measured. The partially hydrolyzed and aged DTTT solutions have been separated and analyzed by GC-MS. Formaldehyde, 1,3-dimethyl-2-thiourea, N -methyl dithiocarbamic methyl ester, N -methyldithiocarbamic perthiomethyl ester, 2-methyl-5-dihydro-3H-4-thia-1,2-isooxazolidine-3-thione, 1,3,5-trimethyl-hexahydro-2H-1,3,5-triazine-2-thione, 4-methyl-5-methylimino-1,2,4-dithiazolidine-3-thi-one, and 2,4-dimethyl-1,2,4-thiadiazolidine-3,5-dithione were identified from the hydrolyzed DTTT solution. Methyl isothiocyanate, which is one of the intermediates formed during the decomposition of DTTT, was also monitored by UV-VIS and HPLC for the formation of common products and characterized by GC-MS. The decomposition pathways for DTTT are presented and are in accord with the limited literature data. Environmental impact assessment of the DTTT and its metabolites is summarized.
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