Flocoumafen 氟鼠灵 伏鼠酮 氟鼠酮

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氟鼠酮

CAS号:90035-08-8
英文名称:Flocoumafen
英文同义词:STORM;wl108366;stratgem;Stratagen;FLOCUMAFEN;FLOCOUMAFEN;flocoumafene;aphthyl)coumarin;Storm(rodenticide);flocoumafene (draft f-iso)

中文名称:氟鼠酮

中文同义词:氟鼠铜;氟鼠灵;氟鼠酮;伏灭鼠;杀它仗;氟氧灵;氟羟香豆素;4-羟基-3-{1,2,3,4-四氢-3-[4-(4-三氟甲基苄氧基)苯基]萘基}香豆素;4-羟基-3-{1,2,3,4-四氢-3-[4-(4-三氟甲基苄氧基)苯基]-1-萘基}香豆素;4-羟基-3-[1,2,3,4-四氢-3-[4-[[4-(三氟甲基)苯基]甲氧基]苯基]-1-萘基]-2H-1-苯并吡喃-2-酮

CBNumber:CB6671271

分子式:C33H25F3O4

分子量:542.54

氟鼠酮 化学性质

闪点 :23 °C

安全信息

危险品标志 :T+,N
危险类别码 :26/27/28-48/23/24/25-50/53
安全说明 :28-36/37/39-45-60-61
危险品运输编号 :3027
RTECS号:DJ3100300
HazardClass :6.1(a)
PackingGroup :I
毒害物质数据:90035-08-8(Hazardous Substances Data)

氟鼠酮 性质、用途与生产工艺
毒性
原药对大鼠急性经口LD50为0.25~0.4mg/kg,急性经皮LD500.54mg/kg,对皮肤和眼睛无刺激作用。虹鳟鱼LC500.0091mg/L,野鸭经口LD501.7mg/kg。

化学性质
外观为白色粉末,m.p.161~162℃,相对密度1.23,闪点200℃,蒸气压2.66×10-6Pa(1.33×10-11Pa) (25℃)。可溶于丙酮、乙醇、氯仿、二甲苯等有机溶剂,溶解度10g/L以上;在水中溶解度1.1mg/L。正常条件下贮存稳定。

用途
第二代抗凝血剂。具有毒力强、适口性好、灭鼠效果显著等优点。可防治家栖鼠及野栖鼠和其他类杀鼠剂产生抗性的鼠种,使用时可将0.1%粉剂制配成0.005%毒饵;用19份谷物饵料泡胀稍凉后,加入0.1%氟鼠酮粉剂,充分拌和即可使用。防治家鼠每房1~3饵点,每点3~5g,必要时3~6d后补加;防治野栖鼠按50m2 设一个点,每点5~10g毒饵推放。氟鼠酮高毒,使用时注意安全。

生产方法
4-羟基香豆素的制备 见杀鼠灵的制备方法。
3-[4-(4-三氟甲基苄氧基)苯基]-1,2,3,4-四氢-1-萘酚的制备 由4-三氟甲基溴苄与萘满酮在DMF中于室温反应,反应产物用NaBH4还原制得。
氟鼠酮的合成 3-[4-(4-三氟甲基苄氧基)苯基]-1,2,3,4-四氢-1-萘酚与4-羟基香豆素在对甲基苯磺酸存在下缩合,制得氟鼠酮。

毒性分级
高毒

急性毒性
口服-大鼠 LD50: 0.25 毫克/公斤; 口服-小鼠 LD50: 0.80 毫克/公斤

可燃性危险特性
明火可燃; 受热分解有毒氟化物气体

储运特性
库房通风低温干燥; 与食品原料分开储运

灭火剂
砂土、干粉、泡沫

 

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flocoumafen
Rodenticide
coumarin anticoagulant

  Flocoumafen

NOMENCLATURE
Common name flocoumafen (BSI, draft E-ISO); flocoumafène ((m) (draft F-ISO))
IUPAC name 4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (mixture of cis- to trans- isomers in the ratio range 60:40 to 40:60)
Chemical Abstracts name 4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-[[4-(trifluoromethyl)phenyl]methoxy]phenyl]-1-naphthalenyl]-2H-1-benzopyran-2-one
CAS RN [90035-08-8] unstated stereochemistry Development codes WL 108 366 (Shell), CL 183540, BAS 322 I

PHYSICAL CHEMISTRY
Composition ³955 g/kg pure; 50-80% cis- isomer Mol. wt. 542.6 M.f. C33H25F3O4 Form Off-white solid. M.p. 166.1-168.3 °C V.p. <<1 mPa (20 °C, 25 ºC, 50 °C; OECD 104, vapour pressure balance method) KOW logP = 4.51 Solubility In water 0.114 mg/l (pH 7, 20°C). In n-heptane 0.3, acetonitrile 13.7, methanol 14.1, n-octanol 17.4, toluene 31.3, ethyl acetate 59.8, dichloromethane 146, acetone 350 (all in g/l, 20°C). Stability Stable to hydrolysis; at 50 ºC and pH 7-9, no detectable degradation occurred in 4 weeks. Thermally stable up to 250 ºC. pKa 4.5

COMMERCIALISATION
History Rodenticide reported by D. J. Bowler et al. (Proc. Br. Crop Prot. Conf. - Pests Dis., 1984, 2, 397). Introduced by Shell International Chemical Co., Ltd (now BASF AG). Manufacturers BASF

APPLICATIONS
Biochemistry Second-generation indirect anticoagulant. Inhibits the metabolism of vitamin K1, and thus depletes vitamin K1-dependent clotting factors in plasma. Blocks formation of prothrombin. Uses Control of rodents including Mus musculus, Rattus norvegicus, R. rattus, Arvicanthis niloticus, Bandicota spp., Praomys natalensis, R. argentiventer, R. rattus diardii, R. losea, R. tiomanicus and Sigmodon hispidus. Effective against rodents which have become resistant to other anticoagulant rodenticides. In addition to use around buildings, it is effective in controlling rodents in field and plantation crops including cocoa, cotton, oilpalm, rice and sugar cane. Formulation types BB; GB; RB. Selected products: 'Storm' (BASF)

OTHER PRODUCTS
'Stratagem' (BASF)

ANALYSIS
Product analysis by hplc, details available from BASF.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats 0.25, dogs 0.075-0.25 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits 0.87 mg/kg. Inhalation LC50 (4 h) for rats 0.16-1.4 mg/l. Toxicity class WHO (a.i.) Ia; EPA (formulation) I EC classification T+; R26/27/28| T; R48/23/24/25| N; R50, R53

ECOTOXICOLOGY
Birds Acute oral LD50 for chickens >100, Japanese quail >300, mallard ducks > 104 mg/kg. Dietary LC50 (5 d) for bobwhite quail 62, mallard ducks 12 ppm. Fish LC50 (96 h) for rainbow trout 0.067, bluegill sunfish 0.112 mg/l. Ready to use formulations (50 mg/kg) are non-toxic to aquatic species. Daphnia EC50 (48 h) 0.170 mg/l. Other aquatic spp. ErC50 (72 h) >18.2 mg/l.

ENVIRONMENTAL FATE
EHC 175 (WHO, 1995) Animals Major residues in rats are the stereoisomers of flocoumafen.