4,5,6,7,12,13,14,15-octachloropentacyclo[8.6.1.1(2,9).0(3.8)0(11,16)]octadeca-3(8)4,6,11(16),12,14-hexaene-17,18-dione | 1258540-79-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4,5,6,7,12,13,14,15-octachloropentacyclo[8.6.1.1(2,9).0(3.8)0(11,16)]octadeca-3(8)4,6,11(16),12,14-hexaene-17,18-dione
• 英文别名: (1S,2S,9R,10R)-4,5,6,7,12,13,14,15-octachloropentacyclo[8.6.1.12,9.03,8.011,16]octadeca-3(8),4,6,11(16),12,14-hexaene-17,18-dione
• CAS: 1258540-79-2
• 化学式: C₁₈H₄Cl₈O₂
• 分子量: 535.853
• InChiKey: GZKKBVQBWBAGQW-KVFPUHGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,5,6,7,12,13,14,15-octachlorotetracyclo[8.6.4.1.1(9,12).0(11,16)]octadeca-4,6,12,14-tetraene-17,18-dione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 4,5,6,7,12,13,14,15-octachloropentacyclo[8.6.1.1(2,9).0(3.8)0(11,16)]octadeca-3(8)4,6,12,14-pentaene-17,18-dione 、 4,5,6,7,12,13,14,15-octachloropentacyclo[8.6.1.1(2,9).0(3.8)0(11,16)]octadeca-3(8)4,6,11(16),12,14-hexaene-17,18-dione
  参考文献：
  名称：

  From the anti-tricyclo[4.2.1.12,5]deca-3,7-diene framework to 4,5,6,7-tetrachloro-isoindenone derivatives

  摘要：

  Two formal trapping products of 4,5,6,7-tetrachloro-isoindenone (1b) can be obtained from the polycyclic precursor (4) in a multi-step sequence, thus guaranteeing the anti-orientation of the arene and alkene/arene units. Compound 2b was synthesized without the in situ generation of 4,5,6,7-tetrachloro-isoindenone 1b or cyclopentadiene and has been fully characterized. Furthermore, progress toward dibenzo derivative 3b, the poorly soluble [4+4] dimer of 1b, was made along analogous synthetic steps. In addition, the structures of two crucial intermediates were determined by X-ray crystallography. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.045

文献信息

• From the anti-tricyclo[4.2.1.12,5]deca-3,7-diene framework to 4,5,6,7-tetrachloro-isoindenone derivatives
  作者：Markus Etzkorn、Steven D. Smeltz-Zapata、Tiffany B. Meyers、Xin Yu、Michael Gerken

  DOI：10.1016/j.tetlet.2010.09.045

  日期：2010.11

  Two formal trapping products of 4,5,6,7-tetrachloro-isoindenone (1b) can be obtained from the polycyclic precursor (4) in a multi-step sequence, thus guaranteeing the anti-orientation of the arene and alkene/arene units. Compound 2b was synthesized without the in situ generation of 4,5,6,7-tetrachloro-isoindenone 1b or cyclopentadiene and has been fully characterized. Furthermore, progress toward dibenzo derivative 3b, the poorly soluble [4+4] dimer of 1b, was made along analogous synthetic steps. In addition, the structures of two crucial intermediates were determined by X-ray crystallography. (C) 2010 Elsevier Ltd. All rights reserved.