1,2,4,5-Tetrakis[4-(3,7-dimethyloctyl)phenyl]-3,6-diiodobenzene | 1012859-86-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2,4,5-Tetrakis[4-(3,7-dimethyloctyl)phenyl]-3,6-diiodobenzene
• CAS: 1012859-86-7
• 化学式: C₇₀H₁₀₀I₂
• 分子量: 1195.37
• InChiKey: PTZNBGVUDHFVRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.9
• 重原子数：
  72
• 可旋转键数：
  32
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  1,2,4,5-Tetrakis[4-(3,7-dimethyloctyl)phenyl]-3,6-diiodobenzene 、 4-溴苯硼酸 在 四(三苯基膦)钯 、 甲基三辛基氯化铵 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 36.0h， 以93%的产率得到1,4-bis(4-bromophenyl)-2,3,5,6-tetrakis[4-(3,7-dimethyloctyl)phenyl]benzene
  参考文献：
  名称：

  Synthesis, characterization, and DFT study of polycyclic aromatic hydrocarbon precursors, 1,4-diiodo-2,3,5,6-tetraarylbenzene and 1,4-bis(4-bromophenyl)-2,3,5,6-tetraarylbenzene

  摘要：

  The molecular structure and spectroscopic properties of 1,4-diiodo-2,3,5,6-tetraarylbenzene and 1,4-bis(4-bromophenyl)-2,3,5,6-tetraarylbenzene have been investigated by density functional theory (DFT), H-1 NMR, C-13 NMR, IR spectroscopy, and elemental analysis. These compounds are the precursors for the synthesis of large polycyclic aromatic hydrocarbons (PAHs). Because of the flexibility of aliphatic chains, DFT calculations of C-13 NMR chemical shifts were only calculated in the aromatic region by introducing H atoms replacing the aliphatic chains and H-1 NMR chemical shifts were neglected. A drawback of excluding aliphatic chains in the IR calculation was the loss of vibrational modes for C-H stretching and bending. Due to this significant loss of information, the aliphatic chains were included in the IR calculations. The comparison of the calculated C-13 NMR and IR parameters with the experimental spectroscopic data reveals good agreement and thus confirmed the suggested molecular structures. In addition, the electronic structure of these compounds was discussed based on HOMO-LUMO analyses. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.07.033
• 作为产物：
  描述：

  在 碘 作用下， 以 四氢呋喃 、 1,2-二溴乙烷 为溶剂， 反应 2.0h， 以7.7 g的产率得到1,2,4,5-Tetrakis[4-(3,7-dimethyloctyl)phenyl]-3,6-diiodobenzene
  参考文献：
  名称：

  Two-Dimensional Graphene Nanoribbons

  摘要：

  A new synthetic strategy toward novel linear two-dimensional graphene nanoribbons up to 12 nm has been established. The nanoribbons are characterized by MS, UV/vis, and scanning tunneling microscopy (STM). Various microscopic studies of these novel structures showed a high tendency to self-assemble.

  DOI：

  10.1021/ja710234t