| 136824-02-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• CAS: 136824-02-7
• 化学式: C₂₂H₂₀O₆
• 分子量: 380.397
• InChiKey: IYXOUKFKAJKDEV-WUDRCFOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  以 氯仿 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Syntheses of systems containing strained double bonds: cycloaddition reactions of trans-3,8-dicarbomethoxydihydroheptalene

  摘要：

  The two strained systems 5 and 6 are the objectives of synthetic and structural studies because of their relationship to syn- and anti-sesquinorbornenes. The Diels-Alder cycloaddition of maleic anhydride, p-benzoquinone, dimethylacetylene dicarboxylate, singlet oxygen, and benzyne to trans-3,8-dicarboxydihyroheptalene 7 have been investigated. It is shown that the second addition to this system goes only with dienophiles such as singlet oxygen and benzyne. Compound 15, a derivative of the anti compound 6, was synthesized and the structure investigated by X-ray diffraction. Although the molecule is strained, the central double bond exhibits a planar environment. The structure of compound 9, a precursor to a derivative of the syn compound 5, is reported. The double-bond environment at the ring juncture differs significantly from planarity, and the folding angle is 7.3-degrees.

  DOI：

  10.1021/jo00024a012
• 作为产物：
  描述：

  在 氧气 、 焦磷酸硫胺素 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Syntheses of systems containing strained double bonds: cycloaddition reactions of trans-3,8-dicarbomethoxydihydroheptalene

  摘要：

  The two strained systems 5 and 6 are the objectives of synthetic and structural studies because of their relationship to syn- and anti-sesquinorbornenes. The Diels-Alder cycloaddition of maleic anhydride, p-benzoquinone, dimethylacetylene dicarboxylate, singlet oxygen, and benzyne to trans-3,8-dicarboxydihyroheptalene 7 have been investigated. It is shown that the second addition to this system goes only with dienophiles such as singlet oxygen and benzyne. Compound 15, a derivative of the anti compound 6, was synthesized and the structure investigated by X-ray diffraction. Although the molecule is strained, the central double bond exhibits a planar environment. The structure of compound 9, a precursor to a derivative of the syn compound 5, is reported. The double-bond environment at the ring juncture differs significantly from planarity, and the folding angle is 7.3-degrees.

  DOI：

  10.1021/jo00024a012