P. Subramanian et al., DEGRADATION OF -DIMETHYL-TETRAHYDRO-2H-1,3,5-THIADIAZINE-2-THIONE IN AQUEOUS AEROBIC MEDIA, Environmental toxicology and chemistry, 15(4), 1996, pp. 503-513
Decomposition of -dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione (D
TTT) has been studied by UV-visible spectroscopy (UV-VIS), high-perfor
mance liquid chromatography (HPLC), gas chromatography-mass spectromet
ry (GC-MS), and fast atom bombardment-mass spectrometry (FAB-MS). Hydr
olysis rate constants for DTTT and rate constants for product formatio
n were measured. The partially hydrolyzed and aged DTTT solutions have
been separated and analyzed by GC-MS. Formaldehyde, 1,3-dimethyl-2-th
iourea, N-methyl dithiocarbamic methyl ester, N-methyldithiocarbamic p
erthiomethyl ester, l-5-dihydro-3H-4-thia-1,2-isooxazolidine-3-thione,
,5-trimethyl-hexahydro-2H-1,3,5-triazine-2-thione, ethyl-5-methylimin
o-1,2,4-dithiazolidine-3-thione, and 2,4-dimethyl-1,2,4-thiadiazolidin
e-3,5-dithione were identified from the hydrolyzed DTTT solution. Meth
yl 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 decomposi
tion pathways for DTT are presented and are in accord with the limited
literature data. Environmental impact assessment of the DTTT and its
metabolites is summarized.