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Chemical Identification
Common Name
Bispyribac-sodium
中文通用名
双草醚
IUPAC
sodium 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoate
CAS
sodium 2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoate
CAS No.
125401-92-5
Molecular Formula
C19H17N4NaO8
Molecular Structure
Category
Activity
Herbicide.
Bispyribac-sodium is a broad-spectrum herbicide that controls annual and perennial grasses, broadleaf weeds and sedges. It has a wide window of application and can be used from the 1-7 leaf stages of Echinochloa spp; the recommended timing being the 3-4 leaf stage. The product is for foliar application. Flooding of the paddy field is recommended within 1-3 days of application. Following application, the weeds take approximately two weeks to die. Plants exhibit chlorosis and cessation of growth 3 to 5 days after application. This is followed by necrosis of terminal tissues.

For growth regulator use, bispyribac-sodium should be applied before weeds are 10 cm tall in rice fields and before weeds are 30 cm tall in non-agricultural areas. The use of non-ionic surfactants; silicon-type adjuvants and crop oil concentrates is recommended for optimum activity.

In the US, bispyribac-sodium is intended for use in a programme with other rice herbicides (SWSS, 2000). Tank mixtures with Kumiai’s thiobencarb (Bolero) provide control of weeds such as sprangletop (Leptochloa fascicularis) and watergrass (Luziola fluitans). One application of 22 g ai/ha is usually sufficient and the product can be used in dry-seeded and water-seeded rice cultivations as a pre- or post-flood treatment. Tank mixtures of bispyribac-sodium and carfentrazone have been shown to be effective against sedge (Cyperus compressus) and watergrass when applied at the 5-6 leaf stage. It may be used a pre- or post-flood treatment for grasses which escape control by programmes based on Command (clomazone), Prowl (pendimethalin), Stam (propanil) or Arrosolo (molinate + propanil).

In US field trials, bispyribac-sodium controlled propanil-resistant Echinochloa species (Weed Tech, 2002). Crop safety varies amongst the US rice cultivars tested (Cocodrie and Bengal) and tolerance may be associated with the growth stage at application.

Kumiai recommends one application per season for herbicidal use and two applications per season for growth regulator use.

In tropical rice cultivation areas, Nominee 100SC is recommended for application to transplanted, wet direct-seeded and dry direct-seeded rice at the 2-4 leaf stage of weeds or 7-15 days after seeding / transplanting.
CropUse
Crop uses:
noncrop uses, rice, turf

Rice: 15-40 g ai/ha (water-seeded rice) 
Rice: 20-60 g ai/ha (dry-seeded rice) 
Turf: 12-148 g ai ha 
Growth regulator use: 90-150 g ai/ha

Premix
Quinclorac+Bispyribac-sodium+Penoxsulam
Pyrazosulfuron-ethyl+Quinclorac+Bispyribac-sodium
Penoxsulam+Bispyribac-sodium+Cyhalofop-butyl
Penoxsulam+Bispyribac-sodium
Cyhalofop-butyl+Pyrazosulfuron-ethyl+Bispyribac-sodium
Cyhalofop-butyl+Bispyribac-sodium
Carfentrazone-ethyl+Bispyribac-sodium
Bispyribac-sodium+Bentazone
Bensulfuron-methyl+bispyribac-sodium
Physical Properties
Molecular weight:452.4; Physical form:White powder. Density:Bulk density 0.0737 (20 °C, CIPAC MT 3); Composition:Tech. is >93%. Melting point:223-224 °C; Vapour pressure:5.05×10-6 mPa (25 °C); Henry constant:3.12×10-11 Pa m3 mol-1 (calc.); Partition coefficient(n-octanol and water):logP = -1.03 (23 °C); pKa:3.05; Solubility:In water 73.3 g/l (25 °C). In methanol 26.3, acetone 0.043 g/l (25 °C).; Stability: Stable in water; DT50 >1 y ( pH 7 - 9), 448 h (pH 4). Stable to light. Not decomposed after 14 d at 55 °C. Slight to moderately soluble in organic solvents.
Toxicology
Oral:Acute oral LD50 for male rats 4111, female rats 2635 mg/kg, male and female mice 3524 mg/kg. Percutaneous:Acute percutaneous LD50 for rats >2000 mg/kg. Non-irritating to skin; slightly irritating to eyes (rabbits). Inhalation:LC50(4 h) for rats >4.48 mg/l. ADI:(JMPR) 0.125 mg/kg[1967]. 
Environmental Profile
Ecotoxicology: Algae:EC50 (120 h) for Selenastrum capricornutum 3.4 mg/l, NOEC 0.625 mg/l.Bees:LD50 (oral) >200 mg/bee; LC50(contact) >7000 mg/l spray.Birds:Acute oral LD50 for bobwhite quail >2250 mg/kg. Dietary LC50(5 d) for bobwhite quail and mallard ducks >5620 mg/kg diet.Daphnia:LC50(48 h) >100 ppm.Fish:Acute LC50 (96 h) for rainbow trout and bluegill sunfish >100 ppm.Worms:NOEL (14 d) for Eisenia foetida >1000 mg/kg soil. Environmental fate: Animals:>95% of dose applied to rats was excreted in urine and faeces within 7 d.Soil:In soil, DT50<10 d (flooded and upland conditions).Plant:Following application to foliage and soil at 5-leaf stage of rice plants, c. 10% of carbon label was distributed between straw and roots at harvest.

Bluegill sunfish

LC50 >100 mg/L Rainbow trout LC50 >100 mg/L

Carp

LC50 >100 mg/L Daphnia LC50 >100 mg/L

Fate in :

Fate in soil:
Bispyribac-sodium is rapidly degraded in soil. The soil half-life is estimated to be 7 to 15 weeks.

Fate in aquatic systems:
Bispyribac-sodium is degraded photochemically in water. 

WATER SOLUBILITY: At 20°C: 73.3 g/l; 1% w/v in water (Regiment*)

Transport Information
Signal Word:CAUTION; Hazard Class:III (Slightly hazardous)

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