1,8-Naphthotricyclo<4.1.0.0^2.7>-hepten | 40480-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 非那烯类
• 英文名称: 1,8-Naphthotricyclo<4.1.0.0^2.7>-hepten
• 英文别名: 1,2,3-Metheno-1H-phenalene, 2,3-dihydro；pentacyclo[7.4.1.05,14.010,12.011,13]tetradeca-1,3,5(14),6,8-pentaene
• CAS: 40480-63-5
• 化学式: C₁₄H₁₀
• 分子量: 178.233
• InChiKey: MXBNGWSWTJKGCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  氯碘甲烷 、 1,8-Naphthotricyclo<4.1.0.0^2.7>-hepten 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 8.0h， 生成 naphthotetracyclo[5.1.0.0^1,6.0^2,7]oct-3-ene
  参考文献：
  名称：

  9,9-Dimethyl-8,10-dioxapentacyclo[5.3.0.02,5.03,5.03,6]decane and naphthotetracyclo[5.1.0.01,6.02,7]oct-3-ene: new substituted [1.1.1]propellanes as precursors to 1,2,3,4-tetrafunctionalized bicyclo[1.1.1]pentanes

  摘要：

  Two new substituted [1.1.1]propellanes have been generated from the corresponding bicyclo[1.1.0]butanes in either single-step (1a) or four-step procedures (1b). The observed degree of double lithiation of the bicyclo[1.1.0]butanes is discussed in the context of DFT computational results. Addition reactions across the central C(1)-C(3) bonds of the propellanes were studied. Only the propellane 1b gave the biacetyl addition product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.057

文献信息

• 9,9-Dimethyl-8,10-dioxapentacyclo[5.3.0.02,5.03,5.03,6]decane and naphthotetracyclo[5.1.0.01,6.02,7]oct-3-ene: new substituted [1.1.1]propellanes as precursors to 1,2,3,4-tetrafunctionalized bicyclo[1.1.1]pentanes
  作者：Baldur Stulgies、Dennis P. Pigg、Piotr Kaszynski、Zbigniew H. Kudzin

  DOI：10.1016/j.tet.2004.10.057

  日期：2005.1

  Two new substituted [1.1.1]propellanes have been generated from the corresponding bicyclo[1.1.0]butanes in either single-step (1a) or four-step procedures (1b). The observed degree of double lithiation of the bicyclo[1.1.0]butanes is discussed in the context of DFT computational results. Addition reactions across the central C(1)-C(3) bonds of the propellanes were studied. Only the propellane 1b gave the biacetyl addition product. (C) 2004 Elsevier Ltd. All rights reserved.