bicyclo[5.1.0]oct-1(8)-ene | 135695-42-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: bicyclo[5.1.0]oct-1(8)-ene
• CAS: 135695-42-0
• 化学式: C₈H₁₂
• 分子量: 108.183
• InChiKey: RJXQYXHHUNPVRR-UHFFFAOYSA-N

物化性质

• 沸点：
  156.1±7.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  bicyclo[5.1.0]oct-1(8)-ene 、 1,3-丁二烯 生成 tricyclo<5.5.0.0^1.6>dec-3-ene
  参考文献：
  名称：

  1,3-Bridged cyclopropenes

  摘要：

  Solid fluoride deposited on glass helices has been used to effect the gas-phase elimination of 1-(trimethylsilyl)-7-chlorobicyclo[4.1.0]heptane and 1-(trimethylsilyl)-8-chlorobicyclo[5.1.0]octane to yield bicyclo[4.1.0]hept-1(7)-ene and bicyclo[5.1.0]oct-1(8)-ene, respectively. Bicyclo[4.1.0]hept-1(7)-ene dimerizes below ca. -90-degrees-C via an ene reaction to yield a new cyclopropene, which then couples to form tetramers. The structures of two tricyclohexane tetramers were determined by X-ray crystallography. The ene dimer was found to react with molecular oxygen to yield two carbonyl compounds identified as 2-(1-bicyclo[4.1.0]heptyl)cyclohexene-1-carboxaldehyde and 3-(1-bicyclo[4.1.0]heptyl)cyclohept-2-en-1-one. These compounds are thought to result from the reaction of molecular oxygen with carbenes that would arise from cyclopropene-vinylcarbene rearrangements. Bicyclo[5.1.0]oct-1(8)-ene is considerably more stable than its lower homologue but also dimerizes via an ene reaction. 7-Chlorobicyclo[4.1.0]hept-1(7)-ene rearranges below -90-degrees-C to yield 2-chloro-1,3-cycloheptadiene.

  DOI：

  10.1021/ja00021a025
• 作为产物：
  描述：

  1-溴环庚烯 在 sodium hydroxide 、 四丁基溴化铵 、 甲基锂 、 叔丁醇 作用下， 以 乙醚 为溶剂， 反应 24.33h， 生成 bicyclo[5.1.0]oct-1(8)-ene
  参考文献：
  名称：

  The Synthesis and Chemistry of 8-Substituted Bicyclo[5.1.0]oct-1(8)-ene

  摘要：

  Abstract8‐Bromobicyclo[5.1.0]oct‐1(8)‐cne (7), an intermediate for the preparation of 8‐substituted bicyclo[5.1.0]oct‐1(8)‐enes, was synthesized by denomination of 1,8,8‐tribromobicyclo[5.1.0]octane (6). Compound 7 underwent bromo‐lithium exchange followed by nucleophilic substitution reactions to generate bicyclo[5.1.0]oct‐1(8)‐ene (5), 8‐methylbicyclo[5.1.0]oct‐1(8)‐ene (10), and 8‐trimethylsilylbicyclo[5.1.0]oct‐1(8)‐ene (11). The bicyclic cyclopropenes 7, 5, 10, and 11 reacted with cyclopentadiene to form adducts 12, 13, 14, and 15, respectively. All of these Diels‐Alder adducts are endo‐exo isomers (endo‐addition from the view of the cyclopropene and exo‐addition from the view of the cyclooctene).

  DOI：

  10.1002/jccs.199800060

文献信息

• Method to inhibit ethylene responses in plants
  申请人：Jacobson Martin Richard

  公开号：US20050043179A1

  公开（公告）日：2005-02-24

  The present invention generally relates to methods of inhibiting ethylene responses in plants and plant materials, and particularly relates to methods of inhibiting various ethylene responses including plant maturation and degradation, by exposing plants to cyclopropene derivatives and compositions thereof wherein the cyclopropene is associated with another ring system.

  本发明通常涉及抑制植物和植物材料中乙烯反应的方法，特别涉及通过将植物暴露于环丙烯衍生物及其组成物中抑制各种乙烯反应，包括植物成熟和降解，其中环丙烯与另一个环系统相关联。
• A METHOD TO INHIBIT ETHYLENE RESPONSES IN PLANTS
  申请人：ROHM AND HAAS COMPANY

  公开号：EP1408752B1

  公开（公告）日：2006-11-08