1,1-dipropargylcyclopropane | 138851-75-9

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 1,1-dipropargylcyclopropane
• 英文别名: 1,1-Bis(prop-2-ynyl)cyclopropane
• CAS: 138851-75-9
• 化学式: C₉H₁₀
• 分子量: 118.178
• InChiKey: SIOOIUBISYFSFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  1,1-双(碘甲基)环丙烷 、 1,1-dipropargylcyclopropane 在 正丁基锂 作用下， 生成 dispiro<2.4.2.4>tetradeca-5,12-diyne
  参考文献：
  名称：

  Inter- versus intramolecular cyclobutadiene complex formation in the reaction of 1,6-cyclodecadiyne derivatives with (.eta.5-Me5C5)Co(C2H4)2

  摘要：

  The synthesis of dispiro[2.4.2.4]tetradeca-5,12-diyne(12) has been accomplished. X-ray investigations conducted on single crystals of 12 reveal a chair-like 10-membered ring system with a distance of 3.003 angstrom between the triple bonds. In the case of CP*CO(C2H4)2, an intermolecular reaction occurs exclusively, leading to a new superphane of the cyclobutadiene type stabilized by Cp*Co moieties. The distance between the two cyclobutadiene rings is 2.9 angstrom.

  DOI：

  10.1021/jo00060a014
• 作为产物：
  描述：

  trimethyl-[3-[1-(3-trimethylsilylprop-2-ynyl)cyclopropyl]prop-1-ynyl]silane 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以80%的产率得到1,1-dipropargylcyclopropane
  参考文献：
  名称：

  Alcynylsilanes fonctionnels

  摘要：

  The organozinc prepared from trimethylsilylpropargylbromide regiospecifically reacts with triple bond of monosubstituted alpha-acetylenic alcohols, ethers, amines and bromides, to lead to functional 1-trimethylsilyl-4-en-1-ynes in good yield. These derivatives are easily desilylated to produce functional 1-en-4-ynes.

  DOI：

  10.1016/0022-328x(91)80259-m

文献信息

• Alcynylsilanes fonctionnels
  作者：D. Mesnard、L. Miginiac

  DOI：10.1016/0022-328x(91)80259-m

  日期：1991.12

  The organozinc prepared from trimethylsilylpropargylbromide regiospecifically reacts with triple bond of monosubstituted alpha-acetylenic alcohols, ethers, amines and bromides, to lead to functional 1-trimethylsilyl-4-en-1-ynes in good yield. These derivatives are easily desilylated to produce functional 1-en-4-ynes.
• Inter- versus intramolecular cyclobutadiene complex formation in the reaction of 1,6-cyclodecadiyne derivatives with (.eta.5-Me5C5)Co(C2H4)2
  作者：Rolf Gleiter、Roland Merger、Hermann Irngartinger、Bernhard Nuber

  DOI：10.1021/jo00060a014

  日期：1993.4

  The synthesis of dispiro[2.4.2.4]tetradeca-5,12-diyne(12) has been accomplished. X-ray investigations conducted on single crystals of 12 reveal a chair-like 10-membered ring system with a distance of 3.003 angstrom between the triple bonds. In the case of CP*CO(C2H4)2, an intermolecular reaction occurs exclusively, leading to a new superphane of the cyclobutadiene type stabilized by Cp*Co moieties. The distance between the two cyclobutadiene rings is 2.9 angstrom.