ethyl 3,3-dicyclopropylpent-4-enoate | 332104-89-9

• 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 3,3-dicyclopropylpent-4-enoate
• 英文别名: Ethyl 3,3-dicyclopropylpent-4-enoate
• CAS: 332104-89-9
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: QQRNANKLAOFNHU-UHFFFAOYSA-N

物化性质

• 沸点：
  250.9±9.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 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：

  ethyl 3,3-dicyclopropylpent-4-enoate 在 palladium diacetate lithium aluminium tetrahydride 、 potassium tert-butylate 、 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 乙醚 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 13.0h， 生成 tetracyclopropylmethane
  参考文献：
  名称：

  四环丙基甲烷：具有S4对称性的独特烃。

  摘要：

  DOI：

  10.1002/1521-3773(20010105)40:1<180::aid-anie180>3.0.co;2-k
• 作为产物：
  描述：

  ethyl 3,3-dicyclopropylacrylate 在 三氯化铝 、 苯酚 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 ethyl 3,3-dicyclopropylpent-4-enoate
  参考文献：
  名称：

  Conformational Dynamics of Tetraisopropylmethane and of Tetracyclopropylmethane¹

  摘要：

  Tetraisopropylmethane (1) exists in solution as a mixture of two types of conformers (D(2d) and S(4) time-averaged symmetry) in the ratio 93:7 at - 110 degreesC, interconverting with a barrier of 9.7 kcal mol(-1). Molecular mechanics calculations and the multiplicity of NMR signals at low temperature allow the assignment of these conformations. The only conformation populated in tetracyclopropylmethane (2) is the same type as the minor conformation (S(4) time-averaged symmetry) populated in 1. 13 C NMR spectra at about -180 degreesC show that degenerate versions of this conformation interconverting with a barrier of 4.5 kcal mol-1. Molecular mechanics calculations that characterize the six possible conformational types for these molecules, and the most important interconversion pathways, are reported. Calculated and experimental barriers match satisfactorily well.

  DOI：

  10.1021/ja017526j

文献信息

• Conformational Dynamics of Tetraisopropylmethane and of Tetracyclopropylmethane¹
  作者：J. Edgar Anderson、Armin de Meijere、Sergei I. Kozhushkov、Lodovico Lunazzi、Andrea Mazzanti

  DOI：10.1021/ja017526j

  日期：2002.6.1

  Tetraisopropylmethane (1) exists in solution as a mixture of two types of conformers (D(2d) and S(4) time-averaged symmetry) in the ratio 93:7 at - 110 degreesC, interconverting with a barrier of 9.7 kcal mol(-1). Molecular mechanics calculations and the multiplicity of NMR signals at low temperature allow the assignment of these conformations. The only conformation populated in tetracyclopropylmethane (2) is the same type as the minor conformation (S(4) time-averaged symmetry) populated in 1. 13 C NMR spectra at about -180 degreesC show that degenerate versions of this conformation interconverting with a barrier of 4.5 kcal mol-1. Molecular mechanics calculations that characterize the six possible conformational types for these molecules, and the most important interconversion pathways, are reported. Calculated and experimental barriers match satisfactorily well.
• Tetracyclopropylmethane: A Unique Hydrocarbon with S4 Symmetry
  作者：Sergei I. Kozhushkov、Rafael R. Kostikov、Alexander P. Molchanov、Roland Boese、Jordi Benet-Buchholz、Peter R. Schreiner、Christopher Rinderspacher、Ion Ghiviriga、Armin de Meijere

  DOI：10.1002/1521-3773(20010105)40:1<180::aid-anie180>3.0.co;2-k

  日期：2001.1.5