Diazocyclopropan | 54022-19-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: Diazocyclopropan
• 英文别名: Diazocyclopropane
• CAS: 54022-19-4
• 化学式: C₃H₄N₂
• 分子量: 68.0782
• InChiKey: XYVQUXLXRYPSSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Diazocyclopropan 、 4-Cyclopropylidenedispiro<2.0.2.1>heptane 以 正戊烷 为溶剂， 反应 8.0h， 以23%的产率得到pentaspiro<2.0.0.2.0.2.0.0.2.0.>undecane
  参考文献：
  名称：

  Branched triangulanes: general strategy of synthesis

  摘要：

  A general synthetic strategy for the construction of branched triangulanes (BTs) (spirocondensed polycyclopropanes) has been elaborated. The synthetic utility of the method is illustrated by the synthesis of some members of the [5]- and [6]BT families, especially 13a,b and 14. An independent synthesis of the perspirocyclopropanated spiropentane 14 is also presented.

  DOI：

  10.1021/jo00028a054

文献信息

• Fitjer, Lutz; Wehle, Detlef, Chemische Berichte, 1982, vol. 115, # 3, p. 1061 - 1069
  作者：Fitjer, Lutz、Wehle, Detlef

  DOI：——

  日期：——
• Reaction of diazoalkanes with unsaturated compounds. 10. 1,3-Dipolar cycloaddition of diazocyclopropane to strained cycloalkenes
  作者：Yu. V. Tomilov、E. V. Shulishov、O. M. Nefedov

  DOI：10.1007/bf00961354

  日期：1991.5

  The reaction of diazocyclopropane, generated in situ by alkaline hydrolysis of N-nitroso-N-cyclopropylurea at -20-degrees to -40-degrees-C, with the double bond of norbornene hydrocarbons or 3,3-dimethylcyclopropene is a 1,3-dipolar cycloaddition and affords 45-70% yields of thermally stable 1-pyrazolines possessing a spiro-joined cyclopropane fragment. Methylenecyclopropane under the same conditions is a less effective and selective interceptor of diazocyclopropane, forming in approximately 10% yields not only isomeric 1-pyrazolines but the corresponding product of cyclopropylization, dispiro[2.0.2.1]heptane.
• Branched triangulanes: general strategy of synthesis
  作者：N. S. Zefirov、S. I. Kozhushkov、B. I. Ugrak、K. A. Lukin、O. V. Kokoreva、D. S. Yufit、Y. T. Struchkov、Stephan Zoellner、Roland Boese、Armin De Meijere

  DOI：10.1021/jo00028a054

  日期：1992.1

  A general synthetic strategy for the construction of branched triangulanes (BTs) (spirocondensed polycyclopropanes) has been elaborated. The synthetic utility of the method is illustrated by the synthesis of some members of the [5]- and [6]BT families, especially 13a,b and 14. An independent synthesis of the perspirocyclopropanated spiropentane 14 is also presented.