3,4-benzotricyclo[12.6.0(1,14).0(6,13)]eicosa-1(14),6(13)-diene | 1237527-70-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3,4-benzotricyclo[12.6.0(1,14).0(6,13)]eicosa-1(14),6(13)-diene
• 英文别名: tetracyclo[16.6.0.02,9.011,16]tetracosa-1(18),2(9),11,13,15-pentaene
• CAS: 1237527-70-6
• 化学式: C₂₄H₃₂
• 分子量: 320.518
• InChiKey: COPUKQWBAZKVKC-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C
• 沸点：
  484.9±25.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3,4-benzotricyclo[12.6.0(1,14).0(6,13)]eicosa-1(14),6(13)-diene 在 臭氧 、 二甲基硫 作用下， 以 四氯化碳 为溶剂， 反应 0.42h， 以68%的产率得到11,12-benzocycloeicosa-1,2,9,14-tetraone
  参考文献：
  名称：

  Synthesis of gigantic macrocyclic polyketones through catalytic cyclometalation of cycloalkynes

  摘要：

  A new effective method for designing unique gigantic polyfunctional macrocarbocycles from cyclic acetylenes and Grignard reagents through the catalytic cyclometalation reaction in the presence of transition metal based complexes has been elaborated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.054
• 作为产物：
  描述：

  环辛炔 、 1,2-二(溴甲基)苯 在 溴丁基-镁 、 二氯二茂锆 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 3,4-benzotricyclo[12.6.0(1,14).0(6,13)]eicosa-1(14),6(13)-diene
  参考文献：
  名称：

  Cyclomagnesation of cycloalkynes with the use of RMgR’ catalyzed by zirconium complexes

  摘要：

  The intermolecular cyclomagnesation of cycloalkynes and joint cyclomagnesation of cycloalkynes and disubstituted acetylenes was carried out by treating with RMgR' (R, R' = Et, Bu, H1g) in the presence of Cp2ZrCl2 as a catalyst. As a result new unsaturated bi-and tricyclic organomagnesium compounds were obtained in high yields.

  DOI：

  10.1134/s1070428009110037

文献信息

• Cyclomagnesation of cycloalkynes with the use of RMgR’ catalyzed by zirconium complexes
  作者：V. A. D’yakonov、A. A. Makarov、U. M. Dzhemilev

  DOI：10.1134/s1070428009110037

  日期：2009.11

  The intermolecular cyclomagnesation of cycloalkynes and joint cyclomagnesation of cycloalkynes and disubstituted acetylenes was carried out by treating with RMgR' (R, R' = Et, Bu, H1g) in the presence of Cp2ZrCl2 as a catalyst. As a result new unsaturated bi-and tricyclic organomagnesium compounds were obtained in high yields.
• Synthesis of gigantic macrocyclic polyketones through catalytic cyclometalation of cycloalkynes
  作者：Vladimir A. D’yakonov、Aleksey A. Makarov、Usein M. Dzhemilev

  DOI：10.1016/j.tet.2010.06.054

  日期：2010.8

  A new effective method for designing unique gigantic polyfunctional macrocarbocycles from cyclic acetylenes and Grignard reagents through the catalytic cyclometalation reaction in the presence of transition metal based complexes has been elaborated. (C) 2010 Elsevier Ltd. All rights reserved.