4-(hydroxymethyl)-3-methyl-2-prop-2-enylcyclopent-2-en-1-one | 1268612-51-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(hydroxymethyl)-3-methyl-2-prop-2-enylcyclopent-2-en-1-one
• CAS: 1268612-51-6
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: PHZUUCBDTGSLJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-meta-bromo-pyrethric acid 、 4-(hydroxymethyl)-3-methyl-2-prop-2-enylcyclopent-2-en-1-one 在 氯化亚砜 、 吡啶 作用下， 以 苯 为溶剂， 以77%的产率得到(2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl)methyl 3-(2-bromoethenyl)-2,2-dimethylcyclopropane-1-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