CAS: 59609-49-3; Ethyl 3-(2,2-Dichlorovinyl)-2,2-Dimethylcyclopropanecarboxylate

该化合物是一种有机化合物,其特点是独特的环丙烷结构和二氯苯基组,该化合物一般是淡黄色液体无色的,以其独特的气味而闻名;在有机溶剂中可溶解,但由于其疏水性,其溶解程度有限;环丙烷环的存在会增加其紧张性和再活动,使它成为各种化学反应,包括涉及电子替代的化学反应的有趣候选物.乙酰三(2,2-二氯乙烯基)-2,2-二甲基丙烯丙烯基酯可能展示生物活动,这导致其在农业应用中进行调查,特别是作为潜在的农药或杀草剂;然而,安全和环境方面的考虑至关重要,因为二氯亚基化合物可能构成毒性风险.正确处理和处置对于减轻与该化合物有关的任何不利影响至关重要.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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CAS号59897-92-6 3.3-二甲基-4.6,6-三... | CAS号60066-84-4 2,2-Dimethyl-3-... | CAS号61820-12-0 5-(2,2-dichloro... | CAS号61820-11-9 Cyclopropanecar... | CAS号66692-75-9 ethyl 3-formyl-... | CAS号650-51-1 三氯乙酸钠 | CAS号65771-92-8 ethyl 5,5-dichl... | CAS号63435-29-0 ethyl 6,6,6-tri... | CAS号866-23-9 (三氯甲基)膦酸二乙酯 | CAS号52314-67-7 氯氰菊酰氯 | CAS号55701-05-8 二氯菊酸 | CAS号59897-92-6 3.3-二甲基-4.6,6-三... | CAS号63142-59-6 4-(2,2-dichloro...

合成工艺路线路线简述

    3.3-二甲基-4.6,6-三氯己烯[5]酸乙酯 以78%的收率获得产物二氯菊酸乙酯
    参考文献:Process For Preparation Of Substituted Cyclopropane Carboxylic Acids And
    标题:Process For Preparation Of Substituted Cyclopropane Carboxylic Acids And
    摘要:当1-卤代-3-烯基-2-醇与邻位羧酸酯和/或酮缩醛反应时,主要反应产物是γ-卤代-δ-不饱和羧酸酯.当这种中间体与碱性物质反应时,形成取代环丙烷羧酸酯.这种酯可以直接用作杀虫剂或农药,也可以在将酯的醇残基转化为其他醇残基后使用.

    海关参考信息

    专利信息


    专利号:US-10647655-B2
    优先权日:2016-09-02
    标题:Method for the synthesis of permethrin
    发明人:PULLAGURLA MANIK REDDY; NANDA KUMAR MECHERIL VALSAN; VELIGETLA MADHUSUDHANA RAO; RANGISETTY JAGADEESH BABU
    权利人:BIOPHORE INDIA PHARMACEUTICALS PVT LTD
    摘要:An improved method for the synthesis of substantially pure Permethrin having purity greater than 99.5% by Gas Chromatography provided. The embodiments also relates to a purification process of Permethrin by recrystallization from methanol-water mixture.

    专利号:US-4022672-A
    优先权日:1976-04-02
    标题:Electrochemical synthesis of insecticide intermediates
    发明人:ALVAREZ MANUEL; FISHMAN MORRIS L
    权利人:FMC CORP
    摘要:1,1,1-Trihalo-4-methylpentenes, carrying 2-substituents selected from those conjugate bases of Bronsted acids which are leaving groups in beta eliminations, are reduced electrochemically to 1,1-dihalo-4-methylpentadienes, intermediates in the synthesis of pyrethroid insecticides.

    专利号:US-4190730-A
    优先权日:1974-10-03
    标题:Preparation of 1,1,1-trihalogeno-4-methyl-3-penten-2-ol
    发明人:ITOI KAZUO; MORI FUMIO; NISHIDA TAKASHI; OMURA YOSHIAKI
    权利人:KURARAY CO
    摘要:A 1,1,1-trihalogeno-4-methyl-3-penten-2-ol is prepared by thermally isomerizing 1,1,1-trihalogeno-4-methyl-4-penten-2-ol. The isomerization reaction may be catalyzed by an acid or a transition metal of Group 6B, 7B or 8 of the Periodic Table of Elements, or a compound thereof. The 1,1,1-trihalogeno-4-methyl-3-penten-2-ol thus prepared is useful as a synergist for herbicides or a physiologically active compound, and, additionally, is useful as a starting material for the synthesis of 2,2-dimethyl-3-(2',2'-dihalogenovinyl)-cyclopropane carboxylic esters which are active ingredients of insecticides.

    专利号:US-4117247-A
    优先权日:1974-10-03
    标 题:Preparation of 1,1,1-trihalogeno-4-methyl-3-penten-2-ol
    发明人:MORI FUMIO; OMURA YOSHIAKI; NISHIDA TAKASHI; ITOI KAZUO
    权利人:KURARAY CO
    摘要:A 1,1,1-trihalogeno-4-methyl-3-penten-2-ol is prepared by thermally isomerizing 1,1,1-trihalogeno-4-methyl-4-penten-2-ol. The isomerization reaction may be catalyzed by an acid or a transition metal of Group 6B, 7B or 8 of the Periodic Table of Elements, or a compound thereof. The 1,1,1-trihalogeno-4-methyl-3-penten-2-ol thus prepared is useful as a synergist for herbicides or a physiologically active compound, and, additionally, is useful as a starting material for the synthesis of 2,2-dimethyl-3-(2',2'-dihalogenovinyl)-cyclopropane carboxylic esters which are active ingredients of insecticides.

    专利号:US-T102908-I4
    优先权日:1977-05-27
    标题 :Catalyzed transesterification synthesis
    摘要:Esters of the formula ##STR1## wherein X is chlorine or bromine and B is a benzyl group of the formula ##STR2## where Y and Z may be the same or different and are selected from the group consisting of hydrogen, halogen, lower alkyl, lowr alkoxy, phenyl, phenoxy, lower alkyl phenyl, lower alkyl phenoxy, halophenyl and halophenoxy, are prepared by transesterification between BOH and a compound of the formula ##STR3## wherein L is a lower alkyl radical of between 1 and 4 carbon atoms, using as catalyst an organometallic compound selected from (RO) 4 Ti and R' 2 SnO, where R and R' are alkyl radicals of between 1 and 6 carbon atoms. n Useful organometallic catalysts include tetrabutyl titanate, tetraisopropyl titanate, and dibutyl tin(IV)oxide. About 1% by weight of the total charge of reactants is catalyst. n The process is conducted at 100°-200° C. under vacuum, generally in the absence of solvent, with sustained distillation of the LOH by-product until the theoretical amount of alcohol is collected. The product ester is then distilled under vacuum. n For example, 126 g ethyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate, 100 g m-phenoxybenzyl alcohol, and 2.25 grams of tetraisopropyl titanate reacted at 150° C./200 mm Hg yielded the m-phenoxybenzyl ester; bp 181° C./0.1 mm Hg, 89% yield, 99.5% pure.

    专利号:US-4289711-A
    优先权日:1975-09-05
    标 题 :Ester synthesis
    发明人:LEE GRAHAME R
    权利人:BURROUGHS WELLCOME CO
    摘要:A novel process is described for the preparation of compounds of formula ##STR1## wherein R 2 and R 3 are each chloro or bromo; X is carboxyl, nitrile, optionally substituted carbonamide, carbonyl halide or an ester group. Those compounds wherein X is an appropriate ester group --COOB where B is an aryl group such as m-phenoxybenzyl are known insecticides; compounds where X is other than --COOB may be suitably converted thereto. n The novel process consists of a series of steps from the corresponding acetyl compound of formula ##STR2## which comprises halogenation, reduction, esterification and finally elimination reactions.
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    合成参考文献


    参考文献:10.1134/s107042800808006x
    摘要:Mirzabekova NS, Kuz’mina NE, Lukashov OI, Sokolova NA, Golosov SN, Kazakov PV, Perlova TG, Potapova VV, Kheinman VA, Ivanova GB. Synthesis and biological activity of permethrinic acid analogs containing various substituents in position 2 of the cyclopropane ring. Russian Journal of Organic Chemistry. 2008 Aug;44(8):1139–49. doi: 10.1134/s107042800808006x.
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