Benfluralin 乙丁氟灵

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乙丁氟灵

CAS 登录号:1861-40-1
英文名称:Benfluralin
化学名称:N-丁基-N-乙基-2,6-二硝基-4-(三氟甲基)苯胺;N-Butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)aniline
其他名称:氟草胺;丁氟消草
分子式:C13H16F3N3O4
分子量:335.28

理化性质:纯品为橘黄色晶体,密度:1.337g/cm3,熔点65~66.5℃,沸点:369.1°C (760 mmHg)蒸气压8.7mPa(25℃)。.溶解度(25℃):水<1g/L,丙酮650g/L,乙醇24g/L。.紫外光下易分解,在pH5~9时(26℃)稳定30天以上。

毒性: 急性经口LD50:大鼠>10g/kg,小鼠>5g/kg,鹌鹑、鸡、犬、野鸭、兔>2g/kg。浓度为200mg/kg的药剂对兔眼和皮肤无刺激作用。鱼毒LC50:蓝鳃0.37mg/L。在3个月喂养试验,对大鼠的安全剂量为1.25g/kg,狗为500mg/kg。

作用特点及用途:选择性芽前土壤处理除草剂。可有效防除花生、烟草、苜蓿和其他饲料作物中的一年生禾本科杂草及阔叶杂草。适用作物: 花生、烟草、莴苣、苜蓿、饲料作物、草坪等。以1.0~1.35kg ai/hm2施用,可有效防除黄瓜、花生、莴苣、苜蓿、烟草和其他饲料作物中的一年生禾本科杂草和阔叶杂草。以1.5kg/hm2施用,可防除草坪的一年生禾本科杂草。

注意事项: (1)不能在有机质含量高的土壤及腐殖质土壤施用。

(2)乙丁氟灵由挥发造成的损失比氟乐灵大,施药后应立即拌土,以保证除草效果及残留活性的充分发挥。本品残效期在中等以下。

(3)可与大多数农药混用。

剂型: 18%浓乳剂;2.5%颗粒剂。
生产方法: 由4-三氟甲基氯苯经硝化,然后与丁乙胺反应制得。
生产情况:浙江康峰化工有限公司;

 

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benfluralin
Herbicide
HRAC K1 WSSA 3; dinitroaniline

  Benfluralin

NOMENCLATURE
Common name benfluralin (BSI, E-ISO); benfluraline ((f) F-ISO); benefin (WSSA); bethrodine (JMAF)
IUPAC name N-butyl-N-ethyl-a,a,a-trifluoro-2,6-dinitro-p-toluidine
Chemical Abstracts name N-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)benzenamine
CAS RN [1861-40-1] EEC no. 217-465-2 Development codes EL-110 (Lilly)

PHYSICAL CHEMISTRY
Mol. wt. 335.3 M.f. C13H16F3N3O4 Form Yellow-orange crystals. M.p. 65-66.5 ºC B.p. 121-122 ºC/0.5 mmHg; 148-149 ºC/7 mmHg V.p. 8.76 mPa (25 ºC) KOW logP = 5.29 (20 ºC, pH 7) Henry 29.4 Pa m3 mol-1 (25 °C, calc.) S.g./density 1.28 (20 ºC) (tech.) Solubility In water 0.1 mg/l (25 ºC). In acetone, ethyl acetate, dichloromethane, chloroform >1000, toluene 330-500, acetonitrile 170-200, hexane 18-20, methanol 17-18 (all in g/l, 25 ºC). Stability Decomposed by u.v. light. Stable for up to 30 days at pH 5-9 (26 ºC). F.p. 151 °C (Setaflash closed cup; ASTM D-3278)

COMMERCIALISATION
History Herbicide reported by J. F. Schwer (Proc. North Cent. Weed Control Conf., 1965). Introduced in USA (1963) by Eli Lilly & Co (agrochemical interests now Dow AgroSciences). Patents US 3257190 Manufacturers Budapest Chemical; Dintec; Makhteshim-Agan

APPLICATIONS
Biochemistry Microtubule assembly inhibition. Mode of action Selective soil herbicide, absorbed by the roots. Affects seed germination and prevents weed growth by inhibition of root and shoot development. Uses Control of annual grasses and some annual broad-leaved weeds in peanuts, lettuce, cucumbers, chicory, endive, field beans, french beans, lentils, alfalfa, clovers, trefoil, tobacco and established turf. Applied pre-emergence with soil incorporation, at 1.0-1.5 kg/ha. Formulation types EC; GR; WG. Selected products: 'Balan' (Dow AgroSciences, Platte); 'Benefex' (Makhteshim-Agan); mixtures: 'Team' (+ trifluralin) (Dow AgroSciences); 'XL-2G' (+ oryzalin) (Dow AgroSciences)

OTHER PRODUCTS
'Balfin' (Dow AgroSciences); 'Banafin' (Dow AgroSciences); 'Banafine' (Dow AgroSciences, Bayer CropScience); 'Bonalan' (Dow AgroSciences); 'Quilan' (Dow AgroSciences); 'Saegreen' (Dow AgroSciences) mixtures: 'Banafine Pro' (+ isoxaben) (Dow AgroSciences) Discontinued products: 'Flural' * (Dow); 'Flubalex' * (Budapest Chemical)

ANALYSIS
Product analysis by u.v. spectrometry (CIPAC Handbook, 1983, 1B, 1726; AOAC Methods, 17th Ed., 973.13) or by glc with FID (ibid., 973.14; CIPAC Handbook, 1983, 1B, 1728). Residues by glc with ECD (W. S. Johnson & R. Frank, Anal. Methods Pestic. Plant Growth Regul., 1976, 8, 335). Details available from Dow AgroSciences.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats >10 000, mice >5000, dogs and rabbits >2000 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits >5000 mg/kg. Moderately irritating to skin and eyes (rabbits). Inhalation LC50 (4 h) >2.16 mg/l air. NOEL (2 y) for rats 0.5 mg/kg b.w. daily, for mice 6.5 mg/kg b.w. daily. ADI 0.005 mg/kg. Toxicity class WHO (a.i.) U; EPA (formulation) II

ECOTOXICOLOGY
Birds Acute oral LD50 for mallard ducks, bobwhite quail, and chickens >2000 mg/kg. Fish LC50 for bluegill sunfish 0.065, rainbow trout 0.081, sheepshead minnow >1.1 mg/l. Daphnia LC50 2.18 mg/l. Algae For Selenastrum capricornutum (7 d), 3.86 mg/l reduced specific growth rate and terminal biomass by 16.6% and 34.3% respectively. Other aquatic spp. EC50 (shell deposition) for eastern oyster (Crassostrea variegatus) >1.1 mg/l; LC50 for mysid shrimp (Mysidopsis bahia) 0.043 mg/l. Bees Low toxicity; 33% formulation had no effect up to 100 ppm in 60% sucrose, but at 1000 ppm, mortality was increased.

ENVIRONMENTAL FATE
Soil/Environment Soil DT50 (anaerobic) 15 d, (aerobic) 2.8 w to 1.7 mo; aquatic DT50 (anaerobic) 38.4 h; soil photolysis DT50 12.5 d. Duration of residual activity in soil is c. 4-8 mo. Likely to be relatively immobile in soil: Koc >5000; adsorption Freundlich K 27 in sandy soil (pH 7.7) to 117 in clay loam (pH 6.9).