2,2'-spirobiindan-1,1',3,3'-tetraone | 127972-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2,2'-spirobiindan-1,1',3,3'-tetraone
• 英文别名: 2,2′-spirobiindanetetraone；2,2'-spirobi[indene]-1,1',3,3'-tetrone
• CAS: 127972-61-6
• 化学式: C₁₇H₈O₄
• 分子量: 276.248
• InChiKey: GNTWPAAVTOMFML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-spirobiindan-1,1',3,3'-tetraone 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1,3-茚满二酮 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Synthesis, Structure, and Nucleophile-Induced Rearrangements of Spiroketones

  摘要：

  Three tetraketones based on the 2,2'-spirobiindan-1,1',3,3'-tetraone skeleton were prepared and investigated. All three compounds show spiroconjugation between their perpendicular pi-networks. The interaction results in lowering of the energy of the LUMO of the systems by ca. 0.2-0.3 eV as compared to non-spiroconjugated models. The spiroketones are susceptible to nucleophile-induced retro-Claisen condensations that lead to molecular rearrangements destroying spiro connectivity.

  DOI：

  10.1021/jo990867j
• 作为产物：
  描述：

  3,3,3',3'-tetrabromo-2,2'-spirobiindan-1,1'-dione 在 水 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 2,2'-spirobiindan-1,1',3,3'-tetraone
  参考文献：
  名称：

  Synthesis, Structure, and Nucleophile-Induced Rearrangements of Spiroketones

  摘要：

  Three tetraketones based on the 2,2'-spirobiindan-1,1',3,3'-tetraone skeleton were prepared and investigated. All three compounds show spiroconjugation between their perpendicular pi-networks. The interaction results in lowering of the energy of the LUMO of the systems by ca. 0.2-0.3 eV as compared to non-spiroconjugated models. The spiroketones are susceptible to nucleophile-induced retro-Claisen condensations that lead to molecular rearrangements destroying spiro connectivity.

  DOI：

  10.1021/jo990867j

文献信息

• Syntheses, Structures and Optoelectronic Properties of Spiroconjugated Cyclic Ketones
  作者：Jennifer Wilbuer、Gregor Schnakenburg、Birgit Esser

  DOI：10.1002/ejoc.201600235

  日期：2016.5

  development of a short procedure for the synthesis of spiroconjugated tetraketone 1 in two steps with 10 % overall yield and the first-time synthesis of spirocyclic trindone 2. The optoelectronic properties of these compounds based on spectroscopic and electrochemical measurements in combination with DFT calculations as well as their molecular structures in the solid state are presented and discussed

  介绍了对螺共轭酮及其衍生物的合成研究。这些研究导致开发了一种短程序，分两步合成螺共轭四酮 1，总产率为 10%，并首次合成螺环三酮 2。这些化合物的光电特性基于光谱和电化学测量的组合介绍和讨论了 DFT 计算以及它们在固态下的分子结构。
• Toughened thermosetting structural materials
  申请人：CYTEC TECHNOLOGY CORP.

  公开号：EP0383174A2

  公开（公告）日：1990-08-22

  Toughened bismaleimide resin systems capable of preparing carbon fiber reinforced composites having compres­sion after impact strengths of greater than 40 Ksi are prepared from bismaleimide matrix resin systems containing a member of a limited set of thermoplastic polyimides in parti­culate form.

  增韧双马来酰亚胺树脂体系能够制备压缩后冲击强度大于 40 Ksi 的碳纤维增强复合材料，该体系由双马来酰亚胺基体树脂体系制备而成，其中含有一组有限的颗粒状热塑性聚酰亚胺。
• New use of a kinked rigid-rod polyarylene, and articles made from said kinked rigid-rod polyarylene
  申请人：Myrick Leslie J.

  公开号：US20090234077A1

  公开（公告）日：2009-09-17

  Use of at least one kinked rigid-rod polyarylene of a specific type for its fire resistance properties. Films and coatings consisting of a material comprising the same kinked rigid-rod polyarylene.
• Thermoplastic compositions containing microspheres
  申请人：Maljkovic Nikica

  公开号：US20100324171A1

  公开（公告）日：2010-12-23

  A composition including a poly(biphenylether sulfone) and microparticles. A composition including a poly(aryl ether sulfone), a polyetherimide and/or a polycarbonate, and high crush strength glass hollow microspheres having a crush strength greater than 15,000 psi. Articles made from the compositions. Aircrafts, cars and other vehicles comprising compounds made from the compositions.
• US5037689A
  申请人：——

  公开号：US5037689A

  公开（公告）日：1991-08-06