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化合物简介
Bifenthrin is a pyrethroid insecticide used primarily against the red imported fire ant by influencing its nervous system. It has a high toxicity to aquatic organisms. Although it is listed as a restricted use chemical in the United States, it is allowed to be sold for daily use, provided the product sold has a low concentration of bifenthrin. The chemical was discovered and developed by FMC Corporation. Products containing bifenthrin include Transport, Talstar, Maxxthor, Capture, Brigade, Bifenthrine, Ortho Home Defense Max, Bifen IT, Bifen L/P, Torant, Zipak, Scotts LawnPro Step 3, Wisdom TC Flowable, FMC 54800, Allectus, Ortho Max Pro and OMS3024 and mega wash from green planet.
基本信息
CAS:82657-04-3
中文别名:虫螨灵;氟氯菊酯;毕芬宁;2-氟氯菊酯;联苯菊酯;毕芳宁;(1R,S)-顺式-(Z)-2,2-二甲基-3-(2-氯-3,3,3-三氟-1-丙烯基)环丙烷羧酸-2-甲基-3-苯基苄酯;
英文别名:Talster;(2-methyl[1,1’-biphenyl]-3-yl)methyl (1R,3R)-rel-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate;biphenate;brigade;capture;Brookade;2-methylbiphenyl-3-ylmethyl (1RS,3RS)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylate;Bifenthrin;TALSTAR;2-methylbiphenyl-3-ylmethyl (1RS)-cis-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylate;rac-(2-methyl[1,1’-biphenyl]-3-yl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate;biphenthrin;
分子式:C23H22ClF3O2
分子量:422.868
精确质量:422.126
Psa:26.3
Logp:6.6624
中文别名:虫螨灵;氟氯菊酯;毕芬宁;2-氟氯菊酯;联苯菊酯;毕芳宁;(1R,S)-顺式-(Z)-2,2-二甲基-3-(2-氯-3,3,3-三氟-1-丙烯基)环丙烷羧酸-2-甲基-3-苯基苄酯;
英文别名:Talster;(2-methyl[1,1’-biphenyl]-3-yl)methyl (1R,3R)-rel-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate;biphenate;brigade;capture;Brookade;2-methylbiphenyl-3-ylmethyl (1RS,3RS)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylate;Bifenthrin;TALSTAR;2-methylbiphenyl-3-ylmethyl (1RS)-cis-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylate;rac-(2-methyl[1,1’-biphenyl]-3-yl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate;biphenthrin;
分子式:C23H22ClF3O2
分子量:422.868
精确质量:422.126
Psa:26.3
Logp:6.6624
编号系统
UNII:6B66JED0KN
物化性质
外观与性状:白色结晶固体
密度:1.212 g/ml
沸点:744.4ºC at 760 mmHg
熔点:68-71°C
闪点:165°C
水溶解性:0.01 g/100 mL
稳定性:Stable for two years at 25ºC and 50ºC technical bifenthrin pyrethrins. Are stable for long periods in water-based aerosols where emulsifiers give neutral water systems. Stable 21 days at pH 5-9 (21ºC).
储存条件:库房通风低温干燥,与食品原料分开储运
密度:1.212 g/ml
沸点:744.4ºC at 760 mmHg
熔点:68-71°C
闪点:165°C
水溶解性:0.01 g/100 mL
稳定性:Stable for two years at 25ºC and 50ºC technical bifenthrin pyrethrins. Are stable for long periods in water-based aerosols where emulsifiers give neutral water systems. Stable 21 days at pH 5-9 (21ºC).
储存条件:库房通风低温干燥,与食品原料分开储运
安全信息
RTECS号:GZ1227800
安全说明:S13-S60-S61-S36/37-S16
危险类别码:R20/21/22; R50/53
危险品运输编码:UN 2588
危险类别:6.1(b)
包装等级:III
危险品标志:Xn
安全说明:S13-S60-S61-S36/37-S16
危险类别码:R20/21/22; R50/53
危险品运输编码:UN 2588
危险类别:6.1(b)
包装等级:III
危险品标志:Xn
生产方法及用途
生产方法
制备方法一由2-苯基苯甲酸与SOCl2反应制得2-苯基苯甲酰氯,再与二甲基甲酰胺反应制得相应的2-苯基苯甲酰胺,经氢化锂铝还原制得2-苯基二甲苄胺。将2-苯基二甲苄胺与CH3I反应制得相应的铵盐,再经异构化后与氯甲酸乙酯反应,制得2-甲基-3-苯基氯苄。最后与相应的酸在KOH存在下,于乙腈中回流16h,制得联苯菊酯。 为拟除虫菊酯类杀虫剂,防治棉铃虫,棉红蜘蛛,桃小食心虫,梨小食心虫,山楂叶螨、柑桔红蜘蛛,黄斑蝽,茶翅蝽,菜蚜,菜青虫,小菜蛾,茄子红蜘蛛,茶细蛾等20多种害虫,温室白粉虱、茶尺蠖、茶毛虫。
用途
为拟除虫菊酯类杀虫剂,防治棉铃虫,棉红蜘蛛,桃小食心虫,梨小食心虫,山楂叶螨、柑桔红蜘蛛,黄斑蝽,茶翅蝽,菜蚜,菜青虫,小菜蛾,茄子红蜘蛛,茶细蛾等20多种害虫,温室白粉虱、茶尺蠖、茶毛虫。
制备方法一由2-苯基苯甲酸与SOCl2反应制得2-苯基苯甲酰氯,再与二甲基甲酰胺反应制得相应的2-苯基苯甲酰胺,经氢化锂铝还原制得2-苯基二甲苄胺。将2-苯基二甲苄胺与CH3I反应制得相应的铵盐,再经异构化后与氯甲酸乙酯反应,制得2-甲基-3-苯基氯苄。最后与相应的酸在KOH存在下,于乙腈中回流16h,制得联苯菊酯。 为拟除虫菊酯类杀虫剂,防治棉铃虫,棉红蜘蛛,桃小食心虫,梨小食心虫,山楂叶螨、柑桔红蜘蛛,黄斑蝽,茶翅蝽,菜蚜,菜青虫,小菜蛾,茄子红蜘蛛,茶细蛾等20多种害虫,温室白粉虱、茶尺蠖、茶毛虫。
用途
为拟除虫菊酯类杀虫剂,防治棉铃虫,棉红蜘蛛,桃小食心虫,梨小食心虫,山楂叶螨、柑桔红蜘蛛,黄斑蝽,茶翅蝽,菜蚜,菜青虫,小菜蛾,茄子红蜘蛛,茶细蛾等20多种害虫,温室白粉虱、茶尺蠖、茶毛虫。
合成路线
上游原料
下游产品
图谱
Predict 1H proton NMR

13C NMR : Predict

1H NMR : Predict

Mass spectrum (electron ionization)
