endo-Dicyclo-pentadien

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: endo-Dicyclo-pentadien
• 英文别名: Bis[cyclopentadiene]；(2S,6R)-tricyclo[5.2.1.02,6]deca-3,8-diene
• 化学式: C₁₀H₁₂
• 分子量: 132.205
• InChiKey: HECLRDQVFMWTQS-HORUIINNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  endo-Dicyclo-pentadien 在 sodium hexamethyldisilazane 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 30.25h， 生成 (2S,3R,6R,8R)-3,5,5-tris(prop-2-enyl)tetracyclo[7.2.1.02,8.03,6]dodec-10-en-4-one
  参考文献：
  名称：

  Kotha, Sambasivarao; Pulletikurti, Sunil, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2020, vol. 59, # 12, p. 1875 - 1880

  摘要：

  DOI：
• 作为产物：
  描述：

  环戊二烯 生成 endo-Dicyclo-pentadien
  参考文献：
  名称：

  Cyclopentadiene: The Impact of Storage Conditions on Thermal Stability

  摘要：

  The potential hazards from cyclopentadiene storage and use on kilogram scale are studied under adiabatic conditions. Cyclopentadiene, a reagent commonly used in organic synthesis, is known to spontaneously dimerize exothermically and thus should be stored cold and used quickly. In the present work we consider the impact of storage conditions such as the container size, volume, temperature, and solvent dilution to assess the potential hazards of a runaway reaction. The results of this analysis clearly show that the hazards are significantly increased as the mass of cyclopentadiene being stored is increased.

  DOI：

  10.1021/op6002727

文献信息

• Synthesis of [RuCl2(NO)2(THF)] and its Double CN Bond-Forming Reactions with Alkenes
  作者：Mark R. Crimmin、Robert G. Bergman、F. Dean Toste

  DOI：10.1002/anie.201100816

  日期：2011.5.2

  Unruly NO more: The synthesis of [RuCl2(NO)2(THF)] has been achieved by the reaction of [(cymene)RuCl2}2] with NO in THF. In the presence of a chelating L2‐type ligand [RuCl2(NO)2(THF)] binds alkenes to its nitrosyl nitrogen atoms (see scheme).

  毫无节制：[RuCl 2（NO）2（THF）]的合成是通过[（cymene）RuCl 2 } 2 ]与NO在THF中的反应实现的。在存在螯合的L 2型配体[RuCl 2（NO）2（THF）]的情况下，烯烃会与其亚硝酰基氮原子结合（请参阅方案）。
• Catalysis via Homolytic Substitutions with C−O and Ti−O Bonds: Oxidative Additions and Reductive Eliminations in Single Electron Steps
  作者：Andreas Gansäuer、André Fleckhaus、Manuel Alejandre Lafont、Andreas Okkel、Konstantinos Kotsis、Anakuthil Anoop、Frank Neese

  DOI：10.1021/ja907817y

  日期：2009.11.25

  In a combined theoretical and experimental study, an efficient catalytic reaction featuring epoxide opening and tetrahydrofuran formation through homolytic substitution reactions at C-O and Ti-O bonds was devised. The performance of these two key steps of the catalytic cycle was studied and could be adjusted by modifying the electronic properties of the catalysts through introduction of electron-donating or -withdrawing substituents to the titanocene catalysts. By regarding both steps as single electron versions of oxidative addition and reductive elimination, a mechanism-based platform for the design of catalysts and reagents-for electron transfer reactions evolved that opens broad perspectives for further investigations.
• Hoffmann, H. M. R.; Matthei, Juergen, Chemische Berichte, 1980, vol. 113, # 12, p. 3837 - 3847
  作者：Hoffmann, H. M. R.、Matthei, Juergen

  DOI：——

  日期：——
• Cyclopentadiene: The Impact of Storage Conditions on Thermal Stability
  作者：David J. am Ende、David C. Whritenour、Jotham W. Coe

  DOI：10.1021/op6002727

  日期：2007.11.1

  The potential hazards from cyclopentadiene storage and use on kilogram scale are studied under adiabatic conditions. Cyclopentadiene, a reagent commonly used in organic synthesis, is known to spontaneously dimerize exothermically and thus should be stored cold and used quickly. In the present work we consider the impact of storage conditions such as the container size, volume, temperature, and solvent dilution to assess the potential hazards of a runaway reaction. The results of this analysis clearly show that the hazards are significantly increased as the mass of cyclopentadiene being stored is increased.
• Kotha, Sambasivarao; Pulletikurti, Sunil, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, <hi>2020</hi>, vol. 59, # 12, p. 1875 - 1880
  作者：Kotha, Sambasivarao、Pulletikurti, Sunil

  DOI：——

  日期：——