6-(fluoren-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one | 220248-97-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 6-(fluoren-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one
• 英文别名: 6-Fluoren-9-ylidenetricyclo[3.3.0.03,7]octan-2-one
• CAS: 220248-97-5
• 化学式: C₂₁H₁₆O
• 分子量: 284.357
• InChiKey: VSHIUOHWPAYEGP-UHFFFAOYSA-N

物化性质

• 沸点：
  465.9±45.0 °C(predicted)
• 密度：
  1.342±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  丙二酸二乙酯 、 6-(fluoren-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one 在 吡啶 、 四氯化钛 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 以22%的产率得到2-(4-Fluoren-9-ylidene-hexahydro-2,5-cyclo-pentalen-1-ylidene)-malonic acid diethyl ester
  参考文献：
  名称：

  Syntheses of Donor–Acceptor-Substituted 2,6-Stellanes

  摘要：

  A number of condensations could be carried out using tricyclo[3.3.0.0(3.7)]octane-2-one (stellanone, 4) and tricyclo[3.3.0.0(3.7)]octane-2,6-dione (2,6-stelladione, 5) as starting materials. The components for condensations were 2-trimethylsilyl-1,3-dithiane (6), 1,1-bis(trimethylsilyl)-1H-cyclopropa[b]naphthalene (7), its 3,6-dimethoxy-substituted analogue 8, fluorene (12), xanthene (13), diethyl malonate (14), and malononitrile (15). The condensation reactions with 5 yielded mono- and disubstituted products, among them were the donor-acceptor-substituted 2,6-stellanes 33-35. The structures of 18 (prepared from stellanone and fluorene), 19, 24, 27, 31 and 32 (synthesized by condensation of 2,6-stelladione and 2-trimethylsilyl-1,3-dithiane and malononitrile, respectively) were determined by X-ray crystallography.

  DOI：

  10.1002/(sici)1099-0690(199901)1999:1<73::aid-ejoc73>3.0.co;2-b
• 作为产物：
  描述：

  (fluoren-9-yl)-6-hydroxytricyclo[3.3.0.0^3,7]octane-2-one 在 三甲基氯硅烷 、 lithium diisopropyl amide 作用下， 生成 6-(fluoren-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one
  参考文献：
  名称：

  Syntheses of Donor–Acceptor-Substituted 2,6-Stellanes

  摘要：

  A number of condensations could be carried out using tricyclo[3.3.0.0(3.7)]octane-2-one (stellanone, 4) and tricyclo[3.3.0.0(3.7)]octane-2,6-dione (2,6-stelladione, 5) as starting materials. The components for condensations were 2-trimethylsilyl-1,3-dithiane (6), 1,1-bis(trimethylsilyl)-1H-cyclopropa[b]naphthalene (7), its 3,6-dimethoxy-substituted analogue 8, fluorene (12), xanthene (13), diethyl malonate (14), and malononitrile (15). The condensation reactions with 5 yielded mono- and disubstituted products, among them were the donor-acceptor-substituted 2,6-stellanes 33-35. The structures of 18 (prepared from stellanone and fluorene), 19, 24, 27, 31 and 32 (synthesized by condensation of 2,6-stelladione and 2-trimethylsilyl-1,3-dithiane and malononitrile, respectively) were determined by X-ray crystallography.

  DOI：

  10.1002/(sici)1099-0690(199901)1999:1<73::aid-ejoc73>3.0.co;2-b