A metabolic study of 3-(3,4-dichlorophenyl)-1,1-dimethylurea (diuron) applied to corn seedlings

Onley, John H; Yip, George; Aldridge, Mary H.

doi:10.1021/jf60157a019

Cited by 31 publications

(15 citation statements)

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“…DCNB (1,5,6,7,8) except 2,6-DCNB (9), 2,3-and 2,6-dichlorobenzenamines (11,12) were purchased from Tokyo Chem. Ind.…”

Section: Chemicalsmentioning

confidence: 99%

“…Ind. Co., Ltd. 2,4-Dichlorobenzenamine (2,4-DCBA, 2) and 2,4,6-trichloro-l-nitrobenzene (12) were purchased from Wako Pure Chemical Ind., Ltd. and Eastman Kodack, Co., respectively. 2,6-DCNB (9) was prepared from 11 by oxidation with hydrogen peroxide according to the method of Holmes and Bayer in a 64% yield.…”

Section: Chemicalsmentioning

confidence: 99%

“…MS (GC-MS) m/z (%): 195 (M++4, 6), 193 (M++2, 32), 191 (M+, 100), 161 (12), 133 (18). IR v , cm-': 3080, 2925, 1580, 1540, 1440, 1368, 1270, 1200, 1090, 850, 810, 780, 720, 700, 580, 480.…”

Section: Chemicalsmentioning

confidence: 99%

“…MS (GC-MS) m/z (%): 205 (M++2, 40), 203 (M+, 100), 173 (36), 140 (12), 114 (21), 112 (98). IRv 1 cm-: 3050, 1520, 1420, 1363, 1190, 1140, 970, 870, 790, 750, 710.…”

Section: Chemicalsunclassified

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Fungal Metabolism of Dichloronitrobenzenes

1984

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Metabolism of 2,3-, 2,4-, 2,5-, 2,6-, 3,4-and 3, 5-dichloro-l-nitrobenzenes by Mucor javanicus and metabolites of 2,4-dichloro-l-nitrobenzene (2,4-DCNB) by seven fungi were investigated. The dichloronitrobenzenes were reduced predominantly to the corresponding benzenamines by M., javanicus. In addition to the benzenamine derivatives, minor metabolites in which an ortho-chlorine atom was substituted with a methylthio group were detected in the medium of M. javanicus administered 2,3-and 2,4-DCNB. More or less amounts of 2,4-dichlorobenzenam.ine and 4-chloro-2-methylthio-l-nitrobenzene were detected as metabolites of 2,4-DCNB also in the media of 1V7. griseo-cyanus, M. hiemalis, M. praini and Aspergillus flavus. * Microbial Metabolism of Chlorinated Nitrobenzenes (Part 2). Part 1, see Ref. 1). ** To whom reprint requests should be addressed.

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“…DCNB (1,5,6,7,8) except 2,6-DCNB (9), 2,3-and 2,6-dichlorobenzenamines (11,12) were purchased from Tokyo Chem. Ind.…”

Section: Chemicalsmentioning

confidence: 99%

Section: Chemicalsmentioning

confidence: 99%

“…MS (GC-MS) m/z (%): 195 (M++4, 6), 193 (M++2, 32), 191 (M+, 100), 161 (12), 133 (18). IR v , cm-': 3080, 2925, 1580, 1540, 1440, 1368, 1270, 1200, 1090, 850, 810, 780, 720, 700, 580, 480.…”

Section: Chemicalsmentioning

confidence: 99%

“…MS (GC-MS) m/z (%): 205 (M++2, 40), 203 (M+, 100), 173 (36), 140 (12), 114 (21), 112 (98). IRv 1 cm-: 3050, 1520, 1420, 1363, 1190, 1140, 970, 870, 790, 750, 710.…”

Section: Chemicalsunclassified

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Fungal Metabolism of Dichloronitrobenzenes

1984

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“…The metabolism of diuron applied to com seedlings was extensively studied by ONLEY et al (1968). Gas chromatography, infrared spectrophotometry, radioactivity measurements, and mass spectrometry were utilized in establishing the identities of individual metabolites.…”

Section: B) Plant and Soil Induced Chemical Alteration Of Pesticidesmentioning

confidence: 99%

Residue Reviews

1971

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Residues of diuron and phytotoxic degradation products in aquatic situations. I. Analytical methods for soil and water

Bowmer

Adeney

1978

Pestic. Sci.

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Thin‐layer and gas‐liquid chromatography, ultraviolet analysis and bioassay with Chlorella spp. have been used to investigate the pathway of degradation of diuron to phytotoxic derivatives when diuron was used as a soil‐residual herbicide in irrigation canals. Observations suggest that 1‐(3,4‐dichlorophenyl)‐3‐methylurea and 1‐(3,4‐dichlorophenyl)urea make a contribution to total residues equivalent to a maximum of about 40 and 55%, respectively, of diuron concentrations. Application of a phyto‐toxicity rating suggests that in this environment, measurement of diuron specifically would underestimate the total phytotoxicity of residues by a maximum of about 7%.

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A metabolic study of 3-(3,4-dichlorophenyl)-1,1-dimethylurea (diuron) applied to corn seedlings

Cited by 31 publications

References 0 publications

Fungal Metabolism of Dichloronitrobenzenes

Fungal Metabolism of Dichloronitrobenzenes

Residue Reviews

Residues of diuron and phytotoxic degradation products in aquatic situations. I. Analytical methods for soil and water

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