2-(1-hexyl)-5-methyl-2-cyclopenten-1-one | 383186-12-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-hexyl)-5-methyl-2-cyclopenten-1-one
• 英文别名: 2-n-hexyl-5-methyl-2-cyclopentenone；5-Hexyl-2-methyl-cyclopenten-(4)-on；2-Hexyl-5-methylcyclopent-2-en-1-one
• CAS: 383186-12-7
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: IWHAIXPEUKBIKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基十一碳-4-炔醛 在 [Rh(dppe)]2(BF4)2 作用下， 以 丙酮 为溶剂， 反应 72.0h， 以68%的产率得到2-(1-hexyl)-5-methyl-2-cyclopenten-1-one
  参考文献：
  名称：

  一种通用的新方法，可通过炔烃的不寻常的铑催化的分子内反式加氢酰化反应合成环戊烯酮。

  摘要：

  DOI：

  10.1021/ja011907f

文献信息

• Catalytic Intermolecular Pauson−Khand-Type Reaction:  Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction
  作者：Kenichiro Itami、Koichi Mitsudo、Kazuyoshi Fujita、Youichi Ohashi、Jun-ichi Yoshida

  DOI：10.1021/ja047484+

  日期：2004.9.1

  Some circumstantial evidence for the directing effect of the 2-pyridylsilyl group in the Ru-catalyzed intermolecular Pauson-Khand-type reaction (PKR) of alkenyl(2-pyridyl)silane, alkyne, and carbon monoxide has been provided. Most importantly, we have succeeded in isolating several monometallic Ru complexes relevant to the catalytic reaction: Ru(vinylsilane)(CO)(3) complexes and ruthenacyclopentene. While the stoichimetric reaction of the Ru(vinylsilane)(CO)(3) complex with an alkyne led to the formation of the corresponding cyclopentenone (PKR product) at 100 degreesC, the ruthenacyclopentene intermediate was quantitatively produced at 50 degreesC. This complex was also converted to a cyclopentenone upon heating at 100 degreesC. Moreover, it was also found that the Ru(vinylsilane)(CO)(3) complex and ruthenacyclopentene serve as catalysts in intermolecular PKR.
• A Pyridylsilyl Group Expands the Scope of Catalytic Intermolecular Pauson–Khand Reactions
  作者：Kenichiro Itami、Koichi Mitsudo、Jun-ichi Yoshida

  DOI：10.1002/1521-3773(20020916)41:18<3481::aid-anie3481>3.0.co;2-x

  日期：2002.9.16