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Chemical Identification
Common Name
Butroxydim
中文通用名
丁苯草酮
IUPAC
(5RS)-5-(3-butyryl-2,4,6-trimethylphenyl)-2-[(EZ)-1-(ethoxyimino)propyl]-3-hydroxycyclohex-2-en-1-one
CAS
2-[1-(ethoxyimino)propyl]-3-hydroxy-5-[2,4,6-trimethyl-3-(1-oxobutyl)phenyl]-2-cyclohexen-1-one
CAS No.
138164-12-2
Molecular Formula
C24H33NO4
Molecular Structure
Category
Activity
Herbicide
Butroxydim is absorbed by foliage and is most active when applied to young weeds. The use of adjuvants is recommended to optimise activity. Butroxydim has the potential to damage cereal crops, but no problems have been encountered with cereals grown in rotation with target crops.
CropUse
CropUses:
cotton, soybeans, peanuts, legumes, sunflowers

Application rates vary from 25-75 g ai/ha depending on the target weed, growth stage and environmental conditions.

Premix

Type

AI concn

Water-dispersible granules (WG)

25% (w/w)

Physical Properties
Molecular weight:399.5; Physical form:Off-white powdery solid. Density:1.20 ( tech., 25 °C); Melting point:80.8 °C; Vapour pressure:1 × 10-3 mPa (20 °C); Henry constant:5.79 × 10-5 Pa m3 mol-1 ( calc.); Partition coefficient(n-octanol and water):logP = 1.90 ( pH 7, 25 °C); pKa:4.36 (23 °C), weak acid; Solubility:In water 6.9 mg/l (20 °C). In dichloromethane >500, acetone 450, toluene 480, acetonitrile 380, methanol 90, hexane 30 (all in g/l).; Stability:Hydrolysis DT50 10.5 d ( pH 5), >240 d ( pH 7), stable ( pH 9) (all 25 °C).;
Toxicology
Oral: LD50 for male rats 3476, female rats 1635 mg/kg. Percutaneous:Acute percutaneous LD50 for rats >2000 mg/kg. Moderate skin irritant; mild eye irritant (rabbits). Not a skin sensitiser (guinea pigs). Inhalation: LC50 (4 h) for rats >2.99 mg/l. ADI:0.5 mg/kg (provisional). 
Environmental Profile
Ecotoxicology:
 Algae: EbC50 for Selenastrum capricornutum 0.71 mg/l.Bees: LD50 (contact, 24 h) >200 mg/bee.Birds:Acute oral LD50 for mallard ducks >2000, bobwhite quail 1221 mg/kg. Sub-acute dietary LC50 (5 d) for mallard ducks >5200, bobwhite quail 5200 mg/kg.Daphnia: LC50 (48 h) >3.7 mg/l.Fish: LC50 (96 h) for rainbow trout >6.9, bluegill sunfish 8.8 mg/l.Worms: LC50 (14 d) for Eisenia foetida >1000 mg/kg. 

Environmental fate:
 Animals:In rats, following oral administration, >90% of the dose is excreted within 7 d. Various oxidative transformations of the butyryl chain dominate the metabolic pathway. Neither parent nor metabolites bioaccumulate in tissues.Soil:Soil Koc 6-1270 (stronger adsorption in low pH soils). Rapid degradation in aerobic soil, lab. DT50 c. 9 d (20 °C, 40% MHC, pH 7.0, 4.09% 

Fish

LC50 6.9 mg/litre

Daphnia

LC50 1.5 mg/litre

Bee [contact]

LD50 >200 μg/bee

Fate in soil:
Butroxydim is degraded rapidly in soil. The half-life is nine days under aerobic conditions.

Fate in aquatic systems:
Butroxydim is degraded by hydrolysis and photolysis.

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