1978
DOI: 10.1021/jf60216a034
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Gas chromatographic analysis of tebuthiuron and its metabolites in grass, sugarcane, and sugarcane by-products

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Cited by 15 publications
(12 citation statements)
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“…Products of hydroxylation of methyl groups (hydroxymethyl derivatives) are formed during the transformation of urea herbicides in plants: buturon in wheat (Hague REVIEW et al, 1977), monolinuron in spinach (Spinacia oleracea) (Schuphan and Ebing, 1978), terbuthiuron in sugar cane (Loh et al, 1978), chlorotoluron in wheat (Gross et al, 1979), Chlorotoluron is hydroxylated in two positions: hydroxylation of the N-methyl group leads to demethylation, and hydroxylation of the methyl group bound to the aromatic ring leads to the formation of stable products (in contrast to the N-hydroxymethyl group, the C-hydroxymethyl group is stable (Gross et al, 1979). Both products are formed in herbicide-resistant and -sensitive varieties of wheat (Cabanne et al, 1985).…”
Section: Hydroxylationmentioning
confidence: 99%
“…Products of hydroxylation of methyl groups (hydroxymethyl derivatives) are formed during the transformation of urea herbicides in plants: buturon in wheat (Hague REVIEW et al, 1977), monolinuron in spinach (Spinacia oleracea) (Schuphan and Ebing, 1978), terbuthiuron in sugar cane (Loh et al, 1978), chlorotoluron in wheat (Gross et al, 1979), Chlorotoluron is hydroxylated in two positions: hydroxylation of the N-methyl group leads to demethylation, and hydroxylation of the methyl group bound to the aromatic ring leads to the formation of stable products (in contrast to the N-hydroxymethyl group, the C-hydroxymethyl group is stable (Gross et al, 1979). Both products are formed in herbicide-resistant and -sensitive varieties of wheat (Cabanne et al, 1985).…”
Section: Hydroxylationmentioning
confidence: 99%
“…All tebuthiuron measurements in water and sediment in this study were adjusted according to these standardizations. Analyses were conducted by the Analytical Chemistry Group of Lilly Research Laboratories at Greenfield, Indiana, according to inhouse analytical procedures (Loh et al, 1978).…”
Section: Mesocosm Description and Experimental Designmentioning
confidence: 99%
“…Amine, urea, and dihydroxy derivatives of buthidazole have been reported as metabolites of this herbi-cide in metabolic studies with sugarcane (Saccharum officinarum L.) (Hilton & Nomura, 1979), corn (Yu et al, 1980), and alfalfa (Medicago sativa L.) (Yu et al, 1980;Hatzios & Penner, 1980d), However, further analysis and confirmation by other methods is needed before the metabolites of buthidazole separated in this study could be positively identified. The buthidazole metabolite designated as unknown no, 2 in Table 4 and 5 could correspond to the desmethyl derivative of buthidazole but again further analysis is needed, A^-demethylation has been described as a major reaction involved in the metabolism of buthidazole in sugarcane (Hilton & Nomura, 1979), corn (Yu et al, 1980) and alfalfa (Yu et al, 1980), Furthermore, A^-demethylation of other thiadiazolyl herbicides has also been reported as a very important reaction contributing to the detoxication of these herbicides in grass species (Lee & Ishizuka, 1976;Loh et al, 1978),…”
Section: and 5mentioning
confidence: 99%