Bromobutide 溴丁酰草胺

CAS号: 74712-19-9
英文名称: bromobutide
化学名称：2-溴-3，3-二甲基-N-（1-甲基-1-苯基乙基）丁酰；2-bromo-3,3-dimethyl-n-(1-methyl-1-phenylethyl)-butanamid
其他名称：S-47;S-4347;Sumiherb
分子式： C15H22BrNO
分子量：312.25

理化性质：无色至淡黄色晶体．原药为无色至黄色晶体。熔点180～181℃。25℃溶解度（g/L）：己烷0.5，甲醇35，二甲苯4.7，水3.54mg/L（26℃）.蒸气压为74mPa(25℃)。在可见光下稳定；在60℃下可稳定6个月以上，在正常贮存条件下稳定．

毒性LD50(mg/kg)：大小鼠急性经口大于5000，急性经皮大于5000。对兔皮肤无刺激作用，对兔眼睛有轻微的刺激作用，通过清洗可以消除。大、小鼠2a饲喂试验的结果表明，无明显的有害作用；Ames试验和Rec检定表明，无致突变性；两代以上的繁殖研究结果表明，对繁殖无异常影响．鲤鱼L50（48h）＞10mg/L。

作用特点及杀草谱：本品属酰苯胺类除草剂．土壤处理除草剂。以低于2kg/ha剂量于芽前或芽后施用，能有效防除一年生杂草，如稗、鸭舌草、母草、节节菜和多年生杂草，如细杆萤蔺、牛毛毡、铁荸荠、水莎草和瓜皮草。甚至在低于0.1～0.2kg/ha剂量下，对细杆萤蔺防效仍很高。本品在水稻和杂草间有极好的选择性，在大田试验中，本品与某些除草剂混用对稗草、爪皮草的防除效果极佳。该产品抑制细胞分裂，对光合作用和呼吸作用稍有影响．

剂型：颗粒剂

生产方法：以α甲基苯乙烯为原料，首先制得α，α-二甲基苄胺，再与特丁基醋酸衍生物3，3-二甲基－2-溴丁酰氯（溴）在缚酸剂存在下缩合，在40～45℃反应4h，反应结束后用10%氢氧化钠溶液调PH至10～10.5，并冷却至20℃，得到纯度99%的产品，收率95%。

生产情况：日本住友化学开发的除草剂。国内尚未有生产报道。

bromobutide
Herbicide
HRAC Z WSSA 27

NOMENCLATURE
Common name bromobutide (BSI, draft E-ISO, (m) draft F-ISO)
IUPAC name 2-bromo-3,3-dimethyl-N-(1-methyl-1-phenylethyl)butyramide; 2-bromo-N-(a,a-dimethylbenzyl)-3,3-dimethylbutyramide
Chemical Abstracts name 2-bromo-3,3-dimethyl-N-(1-methyl-1-phenylethyl)butanamide
CAS RN [74712-19-9] Development codes S-4347 (Sumitomo)

PHYSICAL CHEMISTRY
Mol. wt. 312.2 M.f. C15H22BrNO Form Tech. forms colourless to yellow crystals. M.p. 180.1 ºC V.p. 74 mPa (25 ºC) Henry 6.53 Pa m3 mol-1 (calc.) Solubility In water 3.54 mg/l (25 ºC). In xylene 4.7, methanol 35, hexane 0.5 (all in g/l, 25 ºC). Stability Stable under normal storage conditions.

COMMERCIALISATION
History Herbicide reported by O. Kirino et al. (Agric. Biol. Chem., 1981, 45, 2669). Introduced by Sumitomo Chemical Co., Ltd. Patents US 4288244; GB 2031420 Manufacturers Sumitomo

APPLICATIONS
Uses A selective herbicide used for paddy field rice, effective against sedges, especially Echinochloa spp., Eleocharis acicularis and Scirpus juncoides, and some broad-leaved weeds. It is also effective in upland rice. Phytotoxicity Rice injury may occur on sandy fields, or on rice which has been shallowly transplanted. Formulation types GR. Selected products: 'Sumiherb' (Sumitomo); mixtures: 'Shokinie' (+ pentoxazone) (Kumiai); 'Topgun' (+ pentoxazone+ pyriminobac-methyl+ bensulfuron-methyl) (Kumiai)

OTHER PRODUCTS
Mixtures: 'Niceshot-Jumbo' (+ cafenstrole+ pyrazolynate) (Sankyo Agro); 'Onebest' (+ pyrazoxyfen+ thenylchlor) (Ishihara Sangyo, Tokuyama); 'See-Z' (+ pyributicarb+ benzofenap) (Sankyo Agro); 'Slasher' (+ dimethametryn+ pretilachlor+ pyrazolynate) (Sankyo Agro)

ANALYSIS
Product analysis by glc with FID. Residues determined by glc. Details of methods available from Sumitomo Chemical Co., Ltd.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >5000 mg/kg. Toxicity class WHO (a.i.) U; EPA (formulation) IV

ECOTOXICOLOGY
Fish LC50 (48 h) for carp >10 mg/l.