2,3-dicarbomethoxy-syn-sesquinorborna-2,4a-diene | 82918-66-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,3-dicarbomethoxy-syn-sesquinorborna-2,4a-diene
• 英文别名: syn-sesquinorbornadiene；4,5-dicarbomethoxy-syn-tetracyclo(6.2.1.1^3,6.0^2,7)dodeca-2(7),4-diene；dimethyl (1S,3R,6S,8R)-tetracyclo[6.2.1.13,6.02,7]dodeca-2(7),4-diene-4,5-dicarboxylate
• CAS: 82918-66-9
• 化学式: C₁₆H₁₈O₄
• 分子量: 274.317
• InChiKey: MGRATKVZWLGWHC-FIRGSJFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,3-dicarbomethoxy-syn-sesquinorborna-2,4a-diene 以 苯 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  Reactions of maleic anhydride and dimethyl acetylenedicarboxylate (DMAD) with the three isodicyclopentadiene isomers. Kinetic vs. thermodynamic control in cycloadditions

  摘要：

  DOI：

  10.1021/jo00221a024
• 作为产物：
  描述：

  3-isocyclopentadiene 、 丁炔二酸二甲酯 以 various solvent(s) 为溶剂， 反应 0.17h， 以86%的产率得到2,3-dicarbomethoxy-syn-sesquinorborna-2,4a-diene
  参考文献：
  名称：

  Thermal isomerization of isodicyclopentadiene and its cycloaddition reactions

  摘要：

  DOI：

  10.1021/jo00144a018

文献信息

• Asymmetric induction arising from .sigma./.pi. interactions
  作者：William N. Washburn、Randall A. Hillson

  DOI：10.1021/ja00328a046

  日期：1984.8

  On prepare 3 tetrahydro-4,5,6, 7 methano-4,7 indenes et on etudie les cycloadditions et les interconversions thermiques de ces dienes

  关于制备 3 tetrahydro-4,5,6,7 methano-4,7 indenes et on etudi les cycloadditions et les interconversions thermiques de ces diene
• 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.
• SUBRAMANYAM, R.;BARTLETT, P. D.;IGLESIAS, G. Y. M.;WATSON, W. H.;GALLOY, +, J. ORG. CHEM., 1982, 47, N 23, 4491-4498
  作者：SUBRAMANYAM, R.、BARTLETT, P. D.、IGLESIAS, G. Y. M.、WATSON, W. H.、GALLOY, +

  DOI：——

  日期：——
• Tracer studies of the 1,5 sigmatropic hydrogen shifts in isodicyclopentadiene
  作者：Paul D. Bartlett、Chengjiu Wu

  DOI：10.1021/ja00339a018

  日期：1983.1