endo-tricyclo<5.2.1.0².⁶>dec-2(3)-ene | 99872-98-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: endo-tricyclo<5.2.1.0².⁶>dec-2(3)-ene
• 英文别名: 6-endo-tricyclo<5.2.1.0^2,6>dec-2(3)-ene；(1S,6R,7R)-tricyclo[5.2.1.02,6]dec-2-ene
• CAS: 99872-98-7
• 化学式: C₁₀H₁₄
• 分子量: 134.221
• InChiKey: LXHOZUWYXHJZSN-QXFUBDJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  endo-tricyclo<5.2.1.0².⁶>dec-2(3)-ene 在 Amberlyst XN-1010 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 Tricyclo[5.2.1.02,6]decan-2-ol
  参考文献：
  名称：

  Spontaneous oxygenation of cyclic olefins. Effects of strain

  摘要：

  Reactivity of strained olefins 1-3, 41, and 44 toward spontaneous oxygenation has been evaluated. Angle-strained olefins 1, 32, and 35 react spontaneously with ground-state triplet oxygen, at room temperature, to yield quantitatively, not copolymers or hydroperoxides, but epoxides and diketones in approximately a 2:1 ratio. The autoxidation of 1 is carried out with various solvents, inhibitors, initiators, and in the presence of 2 and 1,2-dimethylcyclohexene to determine the mechanistic details. Compared with 1, autoxidation of 2 and 3 follows a different route yielding mainly hydroperoxides along with other products. The mechanism of the spontaneous autoxidation is discussed in light of these results.

  DOI：

  10.1021/jo00021a016
• 作为产物：
  描述：

  tricyclo<5.2.1.0².⁶>dec-2(6)-ene 在 吡啶 、 sodium hydroxide 、 双氧水 、 对甲苯磺酰氯 、 diborane(6) 作用下， 反应 42.5h， 生成 endo-tricyclo<5.2.1.0².⁶>dec-2(3)-ene
  参考文献：
  名称：

  Synthesis and reactions of tricyclo[5.2.1.02,6]dec-2(6)-ene

  摘要：

  DOI：

  10.1021/jo00375a019

文献信息

• Bakke, Jan M.; Braenden, Jon Erik, Acta Chemica Scandinavica, 1991, vol. 45, # 4, p. 418 - 423
  作者：Bakke, Jan M.、Braenden, Jon Erik

  DOI：——

  日期：——
• TAKAISHI NAOTAKE; TAKAHASHI HITOSHI; YAMASHITA OSAMU; INAMOTO YOSHIAKI, J. ORG. CHEM., 51,(1986) N 25, 4862-4865
  作者：TAKAISHI NAOTAKE、 TAKAHASHI HITOSHI、 YAMASHITA OSAMU、 INAMOTO YOSHIAKI

  DOI：——

  日期：——
• Spontaneous oxygenation of cyclic olefins. Effects of strain
  作者：Paul D. Bartlett、Rajiv Banavali

  DOI：10.1021/jo00021a016

  日期：1991.10

  Reactivity of strained olefins 1-3, 41, and 44 toward spontaneous oxygenation has been evaluated. Angle-strained olefins 1, 32, and 35 react spontaneously with ground-state triplet oxygen, at room temperature, to yield quantitatively, not copolymers or hydroperoxides, but epoxides and diketones in approximately a 2:1 ratio. The autoxidation of 1 is carried out with various solvents, inhibitors, initiators, and in the presence of 2 and 1,2-dimethylcyclohexene to determine the mechanistic details. Compared with 1, autoxidation of 2 and 3 follows a different route yielding mainly hydroperoxides along with other products. The mechanism of the spontaneous autoxidation is discussed in light of these results.
• Synthesis and reactions of tricyclo[5.2.1.02,6]dec-2(6)-ene
  作者：Naotake Takaishi、Hitoshi Takahashi、Osamu Yamashita、Yoshiaki Inamoto

  DOI：10.1021/jo00375a019

  日期：1986.12