Terbacil 特草定

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CAS NO:5902-51-2
英文名称: terbacil

理化性质: 白色结晶固体,熔点175~177℃,蒸气压为0.0625mPa(29.5℃)。25℃时在水中的溶解度为710mg/L;在甲基异丁基甲酮、乙酸丁酯和二甲苯中溶解度中等;在环己酮、二甲基甲酰胺中易于溶解。直到熔点时,性质稳定;低于熔点时,该化合物缓慢升华。无腐蚀性。燃烧产生有毒氯化物和氮氧化物气体。

毒性:大鼠急性经口LD50为934mg/kg。兔急性经皮LD50>2g/kg。对兔皮肤和眼睛有轻微刺激,对豚鼠皮肤无致敏作用。大鼠急性吸入LC50(4小时)>4.4mg/L。对大鼠和狗进行两年喂养的研究表明,其无作用剂量为250mg/kg。鸟类LC50(8天):北京鸭>56g/Kg饲料,野雉鸡>31.45g/kg饲料。虹鳟LC50(96小时)为46.2mg/L。对蜜蜂无毒。水蚤LC50(48小时)为68mg/kg。fiddler crab LC50(48小时)>1g/L。





生产情况:浙江东风化工有限公司;江苏绿叶农化有限公司 ;江苏联化科技有限公司(100t/a);苏州市奥特莱化工有限公司


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HRAC C1 WSSA 5; uracil


Common name terbacil (BSI, E-ISO, (m) F-ISO, ANSI, WSSA, JMAF)
IUPAC name 3-tert-butyl-5-chloro-6-methyluracil
Chemical Abstracts name 5-chloro-3-(1,1-dimethylethyl)-6-methyl-2,4(1H,3H)-pyrimidinedione
CAS RN [5902-51-2] Development codes DPX-D732 (DuPont)

Composition Tech. is 97%. Mol. wt. 216.7 M.f. C9H13ClN2O2 Form Colourless crystals. M.p. 175-177 ºC B.p. Sublimation begins below the m.p. V.p. 0.0625 mPa (29.5 ºC) KOW logP = 1.91 Henry 1.3 ´ 10-5 Pa m3 mol-1 (calc.) S.g./density 1.34 (25 ºC) Solubility In water 710 mg/l (25 ºC). In dimethylformamide 337, cyclohexanone 220, methyl isobutyl ketone 121, butyl acetate 88, xylene 65 (all in g/kg, 25 ºC). Sparingly soluble in mineral oils and aliphatic hydrocarbons. Readily soluble in strong aqueous alkalis. Stability Very stable, even at m.p. Stable in aqueous alkaline media at room temperature. Stable 31 d in the dark in aqueous solution (c. pH 6, 25 °C), and in an aqueous solution containing 0.05 M ferric chloride (c. pH 2). Stable 14 d in artificial sunlight (continuous exposure, 25 °C). Stable 14 d in the dark (25 °C, 54 °C). pKa 9.5

History Herbicide reported by H. C. Bucha et al. (Science, 1962, 137, 537). Introduced by E. I. du Pont de Nemours and Co.; first registered in US in 1966. Patents US 3235357; BE 625897 Manufacturers DuPont

Biochemistry Photosynthetic electron transport inhibitor at the photosystem II receptor site. Mode of action Selective herbicide, absorbed primarily through the roots, with lesser absorption through the leaves and stems. Uses Selective control of many annual and some perennial weeds in apples, citrus, alfalfa, peaches and sugar cane, at 0.5-4 kg/ha (as area actually treated); also Cynodon dactylon and Sorghum halepense in citrus, at 4-8 kg/ha. Formulation types WP. Selected products: 'Sinbar' (DuPont)

Discontinued products: 'Geonter' * (Richter Gedeon)

Product analysis by hplc (H. L. Pease et al., Anal. Methods Pestic. Plant Growth Regul., 1978, 10, 483) or by i.r. spectrometry; details from DuPont. Residues determined by glc (H. L. Pease et al., loc. cit.; R. F. Holt & H. L. Pease, J. Agric. Food Chem., 1977, 25, 373). In drinking water, by glc with NPD (AOAC Methods, 17th Ed., 991.07).

Oral Acute oral LD50 for rats 934 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits >2000 mg/kg. Mild eye irritant; slight skin irritant. Not a skin sensitiser. Inhalation LC50 (4 h) for rats >4.4 mg/l. NOEL (2 y) for rats and dogs 250 mg/kg diet. Toxicity class WHO (a.i.) U; EPA (formulation) IV

Birds Dietary LC50 (8 d) for Pekin ducklings >56 000, pheasant chicks >31 450 mg/kg diet. Fish LC50 (96 h) for rainbow trout 46.2 mg/l. Daphnia LC50 (48 h) 68 ppm. Other aquatic spp. LC50 (48 h) for fiddler crab >1000 mg/l. Bees Non-toxic to bees.

Animals The principal biotransformation pathways are hydroxylation of the 6-methyl group, and replacement of the 5-chloro group with a hydroxy group (B. C. Mayo et al., Proc. Br. Crop Prot. Conf. - Pests Dis., 1988, 2, 681). Plants In alfalfa, 12% of terbacil plus its metabolites are still found 6-8 months after application (R. F. Holt & H. L. Pease, J. Agric. Food Chem., 1977, 25, 373). Soil/Environment Undergoes microbial decomposition in moist soil. In top soil, 50% still remains 5-7 months after applying 4.5 kg/ha (P. B. Marriage, Weed Res., 1977, 17, 219-225).