(Z)-4-ethyldec-4-en-6-yne | 154657-82-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (Z)-4-ethyldec-4-en-6-yne
• CAS: 154657-82-6
• 化学式: C₁₂H₂₀
• 分子量: 164.291
• InChiKey: PFOFGXQDWCESSJ-QXMHVHEDSA-N

物化性质

• 沸点：
  228.7±9.0 °C(predicted)
• 密度：
  0.807±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  乙基溴化镁 、 (Z)-4-ethyldec-4-en-6-yne 生成 (4Z,6Z)-4,7-Diethyl-deca-4,6-diene
  参考文献：
  名称：

  Convenient preparative method of α,β-disubstituted cyclopentenone by zirconium promoted intermolecular coupling of an alkyne, EtMgBr (or ethylene) and CO

  摘要：

  Treatment of Cp2ZrCl2 with 2 equiv of EtMgBr in THF, followed by addition of an internal alkyne and subsequent treatment with CO/I-2 gave alpha,beta-disubstituted cyclopentenone in good to high yields. When a conjugated enyne was used as an alkyne component, alpha-alkenyl cyclopentenone was selectively formed in 80-89% yields. In the case of 4,6-decadiyne, alpha-alkynylcyclopentenone was formed in 88% yield. Bridged alkynes such as 1,4-dihexynytbenzene afforded alpha alpha'-bridged cyclopentenone compounds in good yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00612-1
• 作为产物：
  描述：

  4,6-癸二炔 、 乙基溴化镁 生成 (Z)-4-ethyldec-4-en-6-yne
  参考文献：
  名称：

  Convenient preparative method of α,β-disubstituted cyclopentenone by zirconium promoted intermolecular coupling of an alkyne, EtMgBr (or ethylene) and CO

  摘要：

  Treatment of Cp2ZrCl2 with 2 equiv of EtMgBr in THF, followed by addition of an internal alkyne and subsequent treatment with CO/I-2 gave alpha,beta-disubstituted cyclopentenone in good to high yields. When a conjugated enyne was used as an alkyne component, alpha-alkenyl cyclopentenone was selectively formed in 80-89% yields. In the case of 4,6-decadiyne, alpha-alkynylcyclopentenone was formed in 88% yield. Bridged alkynes such as 1,4-dihexynytbenzene afforded alpha alpha'-bridged cyclopentenone compounds in good yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00612-1

文献信息

• Stereoselective Synthesis of β-Hydroxyallenes with Multiple Contiguous Stereogenic Centers via Aldehyde Addition to α-Alkenyl-Substituted Zirconacyclopentenes
  作者：Yebing Zhou、Jingjin Chen、Chunbin Zhao、Erjuan Wang、Yuanhong Liu、Yuxue Li

  DOI：10.1021/jo900808k

  日期：2009.8.7

  A highly stereoselective methodology for the synthesis of β-hydroxyallenes with multiple stereogenic centers including allenic axial chirality, as well as center chirality, via addition of α-alkenylzirconacyclopentenes to aldehyde is described. Remarkably, the reaction occurs with completely different chemoselectivity in comparison with the usual alkyl- or aryl-substituted zirconacyclopentenes; that

  描述了一种高度立体选择性的方法，用于通过向醛中添加α-烯基氧化锆环戊烯，合成具有多个立体生成中心（包括烯键式轴向手性以及中心手性）的β-羟基丙二烯。值得注意的是，与通常的烷基或芳基取代的氧化锆环戊烯相比，该反应的化学选择性完全不同。这意味着，CC键的形成选择性地发生在被苯基或烷基取代的烯基碳上，而在后一种情况下，通常观察到将醛插入烷基-锆键中以提供七元恶唑烷环。