3-phenoxybenzyl 3-(2,2-dichlorovinyl)-2-methyl-2-(2-phenylethyl)cyclopropane-1-carboxylate | 1190621-95-4

• 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: 3-phenoxybenzyl 3-(2,2-dichlorovinyl)-2-methyl-2-(2-phenylethyl)cyclopropane-1-carboxylate
• 英文别名: (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2-methyl-2-(2-phenylethyl)cyclopropane-1-carboxylate
• CAS: 1190621-95-4
• 化学式: C₂₈H₂₆Cl₂O₃
• 分子量: 481.419
• InChiKey: FTJVWPDAPYRCTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl-3-(2,2-dichlorovinyl)-2-methyl-2-(2-phenylethyl)cyclopropane-1-carboxylate 、 3-苯氧基苄醇 在 potassium tert-butylate 作用下， 100.0~105.0 ℃ 、266.64 Pa 条件下， 以83%的产率得到3-phenoxybenzyl 3-(2,2-dichlorovinyl)-2-methyl-2-(2-phenylethyl)cyclopropane-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological activity of permethrin analogs containing various substituents in position 2 of the cyclopropane ring

  摘要：

  A number of permethrin derivatives having various substituents (Me, Et, Pr, Ph, PhCH2, PhCH2CH2) in position 2 of the cyclopropane ring were synthesized and assayed for insecticidal activity against typhoid flies, rice weevils, and black bean aphid and juvenile hormone activity against flour beetle chrysalises. The examined compounds showed a weak insecticidal activity. Some derivatives were found to exert knockdown effect analogous to that of commercial pyrethroid tetramethrin; however, unlike permethrin, they exhibited pronounced juvenile hormone activity.

  DOI：

  10.1134/s1070428009030026

文献信息

• Synthesis and biological activity of permethrin analogs containing various substituents in position 2 of the cyclopropane ring
  作者：N. S. Mirzabekova、N. E. Kuz’mina、O. I. Lukashov、N. A. Sokolova、S. N. Golosov、P. V. Kazakov、T. G. Perlova、V. V. Potapova、V. A. Kheinman、G. B. Ivanova

  DOI：10.1134/s1070428009030026

  日期：2009.3

  A number of permethrin derivatives having various substituents (Me, Et, Pr, Ph, PhCH2, PhCH2CH2) in position 2 of the cyclopropane ring were synthesized and assayed for insecticidal activity against typhoid flies, rice weevils, and black bean aphid and juvenile hormone activity against flour beetle chrysalises. The examined compounds showed a weak insecticidal activity. Some derivatives were found to exert knockdown effect analogous to that of commercial pyrethroid tetramethrin; however, unlike permethrin, they exhibited pronounced juvenile hormone activity.