2,2-dimethyl-3-(2-chloroethenyl)cyclopropanecarboxylic acid methyl ester | 1268612-31-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2-dimethyl-3-(2-chloroethenyl)cyclopropanecarboxylic acid methyl ester
• 英文别名: methyl 2,2-dimethyl-3-(2-chlorovinyl)cyclopropanecarboxylate；Methyl 3-(2-chloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate；methyl 3-(2-chloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• CAS: 1268612-31-2
• 化学式: C₉H₁₃ClO₂
• 分子量: 188.654
• InChiKey: PJQRZXRLZMMAPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  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 trans-(2,3,5,6-tetrafluoro-4-methyl-benzyl)-3-(2-chlorovinyl)-2,2-dimethylcyclopropane-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：

  methyl (+/-)-cis,trans-3-formyl-2,2-dimethylcyclopropanecarboxylate 、 (氯甲基)三苯基氯化磷 在 哌啶 、 正丁基锂 作用下， 以 乙醚 、 苯 为溶剂， 反应 73.5h， 以58%的产率得到2,2-dimethyl-3-(2-chloroethenyl)cyclopropanecarboxylic acid methyl ester
  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

• Design, Synthesis, and Insecticidal Activities of Novel Monohalovinylated Pyrethroids
  作者：Zubiao Zheng、Jing Wang、Deyan Zhang、Xixia Guan、Shuxu Gao、Zizhan Chen、Xinzhuo Zou

  DOI：10.1021/jf103908d

  日期：2011.2.23

  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.