cis-α-cyano-3-phenoxy-4-fluoro-benzyl 2,2-dimethyl-3-(2-chloro-vinyl)cyclopropanecarboxylate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: cis-α-cyano-3-phenoxy-4-fluoro-benzyl 2,2-dimethyl-3-(2-chloro-vinyl)cyclopropanecarboxylate
• 英文别名: [cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-(2-chloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• 化学式: C₂₂H₁₉ClFNO₃
• 分子量: 399.849
• InChiKey: QNLXOTHHYLDCAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  cis-α-cyano-3-phenoxy-4-fluoro-benzyl 2,2-dimethyl-3-(2-chloro-vinyl)cyclopropanecarboxylate 在 氯化亚砜 作用下， 以 正己烷 为溶剂， 反应 17.0h， 生成 trans-α-cyano-3-phenoxy-4-fluoro-benzyl-2,2-dimethyl-3-(2-chlorovinyl)cyclopropane-carboxylate
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Activities of Novel Monohalovinylated Pyrethroids

  摘要：

  A series of novel monohalovinylated pyrethroids are designed and synthesized to replace one halo atom with a hydrogen atom on the double bond of dihalopyrethroids. Bioassays indicate that some of the synthesized compounds, such as 3j and 1j, exhibit high insecticidal activities against mosquitoes (Culex pipiens pallens), oriental armyworms (Mythimna separata), alfalfa aphids (Aphis medicagini), and carmine spider mites (Tetranychus cinnabarinus). Photolytic results of E-cis-1j suggest that monohalovinylated pyrethroids are photodegraded more easily than compound 12.

  DOI：

  10.1021/jf103908d
• 作为产物：
  描述：

  2,2-dimethyl-3-(2-chloroethenyl)cyclopropanecarboxylic acid methyl ester 在 氯化亚砜 、 四丁基溴化铵 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 9.0h， 生成 cis-α-cyano-3-phenoxy-4-fluoro-benzyl 2,2-dimethyl-3-(2-chloro-vinyl)cyclopropanecarboxylate
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Activities of Novel Monohalovinylated Pyrethroids

  摘要：

  A series of novel monohalovinylated pyrethroids are designed and synthesized to replace one halo atom with a hydrogen atom on the double bond of dihalopyrethroids. Bioassays indicate that some of the synthesized compounds, such as 3j and 1j, exhibit high insecticidal activities against mosquitoes (Culex pipiens pallens), oriental armyworms (Mythimna separata), alfalfa aphids (Aphis medicagini), and carmine spider mites (Tetranychus cinnabarinus). Photolytic results of E-cis-1j suggest that monohalovinylated pyrethroids are photodegraded more easily than compound 12.

  DOI：

  10.1021/jf103908d

文献信息

• ALPHA-CYANO-4-FLUORO-3-PHENOXYBENZYL META-HALO PYRETHRATE, A PROCESS FOR PREPARING THE SAME AND THE USES THEREOF
  申请人：Zou Xinzhuo

  公开号：US20100286265A1

  公开（公告）日：2010-11-11

  The present invention relates to a compound of formula (I), stereoisomers thereof or the mixture of these stereoisomers, wherein: X represents a halogen atom, i.e. F, Cl, Br. The present invention also relates to a process for preparing the compound, and to a use of the compound in the preparation of an insecticide for controlling or killing vectors in the public hygiene and disease control, and to a use of the compound in the preparation of an insecticide for controlling or killing insects, nematodes, and mites in agriculture or horticulture.

  本发明涉及公式(I)的化合物及其立体异构体或这些立体异构体的混合物，其中：X代表卤素原子，即F，Cl，Br。本发明还涉及制备该化合物的方法，以及在公共卫生和疾病控制中控制或杀灭媒介生物的杀虫剂的制备中使用该化合物的用途，以及在农业或园艺中控制或杀灭昆虫，线虫和螨类的杀虫剂的制备中使用该化合物的用途。
• MONOHALOGENATED PYRETHRIC ACID ALPHA-CYANO-4-FLUORO-3-PHENOXYBENZYL ESTER AND ITS PREPARATION METHOD AND USE
  申请人：East China Normal University

  公开号：EP2186794B1

  公开（公告）日：2014-11-26