ethyl 3-methyl-3-(2-phenylethyl)pent-4-enoate | 1150668-30-6

• 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: ethyl 3-methyl-3-(2-phenylethyl)pent-4-enoate
• CAS: 1150668-30-6
• 化学式: C₁₆H₂₂O₂
• 分子量: 246.349
• InChiKey: GFXDZHDNURQXHC-UHFFFAOYSA-N

物化性质

• 沸点：
  125-127 °C(Press: 1-2 Torr)
• 密度：
  0.973±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  三氯溴甲烷 、 ethyl 3-methyl-3-(2-phenylethyl)pent-4-enoate 在 C.I.酸性橙108 、 copper(l) chloride 作用下， 以 叔丁醇 为溶剂， 反应 6.0h， 以48%的产率得到ethyl 4-bromo-6,6,6-trichloro-3-methyl-3-(2-phenylethyl)hexanoate
  参考文献：
  名称：

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

  摘要：

  A number of permethrinic acid ethyl ester derivatives having various substituents [Et, Pr, Ph, Ph(CH2)n (n = 1, 2), etc.] in position 2 of the cyclopropane ring were synthesized, and their insecticidal acivity against typhoid flies., rice weevils, and bean aphides, as well as juvenoid activity on flour beetle chrysalises, was studied. The newly synthesized Compounds turned out to exhibit weak insecticidal activity against standard insects but pronounced juvenile hormone activity, which differentiates them from permethrinic acid esters.

  DOI：

  10.1134/s107042800808006x
• 作为产物：
  描述：

  反应 5.0h， 生成 ethyl 3-methyl-3-(2-phenylethyl)pent-4-enoate
  参考文献：
  名称：

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

  摘要：

  A number of permethrinic acid ethyl ester derivatives having various substituents [Et, Pr, Ph, Ph(CH2)n (n = 1, 2), etc.] in position 2 of the cyclopropane ring were synthesized, and their insecticidal acivity against typhoid flies., rice weevils, and bean aphides, as well as juvenoid activity on flour beetle chrysalises, was studied. The newly synthesized Compounds turned out to exhibit weak insecticidal activity against standard insects but pronounced juvenile hormone activity, which differentiates them from permethrinic acid esters.

  DOI：

  10.1134/s107042800808006x

文献信息

• Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
  作者：Sudipta Raha Roy、Dorian Didier、Amir Kleiner、Ilan Marek

  DOI：10.1039/c6sc02191c

  日期：——

  A new strategy has been developed to construct enantiomerically enriched allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence.

  一种新的策略已经开发出来，可以通过联合碳金属化/锌同系物化合物/碎片化序列的单锅操作来构建对映富集的烯丙基季碳立体中心。