2,3,5,6-tetrabromo-p-phenylenedimethylenedioxydibenzaldehyde | 148216-74-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,5,6-tetrabromo-p-phenylenedimethylenedioxydibenzaldehyde
• CAS: 148216-74-4
• 化学式: C₂₂H₁₄Br₄O₄
• 分子量: 661.967
• InChiKey: KRMWJHNRGPBQIY-UHFFFAOYSA-N

物化性质

• 沸点：
  702.6±55.0 °C(Predicted)
• 密度：
  1.908±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.52
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  吡咯 、 2,3,5,6-tetrabromo-p-phenylenedimethylenedioxydibenzaldehyde 在 丙酸 作用下， 反应 2.0h， 以3%的产率得到
  参考文献：
  名称：

  Effect of porphyrin ring distortion on the spectral and electrochemical properties of short-chain basket-handle porphyrins

  摘要：

  The effect of porphyrin ring distortion on the spectral and electrochemical properties of short-chain basket-handle porphyrins has been investigated. The covalent attachment of opposite phenyl rings of meso-5,10,15,20-tetraphenylporphyrin (H2tpp) by short bridging groups of varying nature and length induces distortion in the porphyrin ring. Optical absorption studies indicate large bathochromic shifts (502-1139 cm-1) for both Q and Soret bands and the magnitude of these shifts are linearly correlated with the degree of distortion. The potential values for the porphyrin ring oxidation and reduction were shifted to less-positive (180-260 mV) and to more-negative (280-390 mV) values respectively relative to planar H-2tpp. The magnitude of the shifts in the optical absorption bands and redox potentials are independent of the nature of the bridging chain. The origin of these shifts are traced to structural effects caused due to the introduction of a short bridging group rather than to the electronic effect of the bridging group. Introduction of Cu2+ into the porphyrin core does not affect the degree of distortion and ESR studies indicate no significant change in the electronic structure of the Cu2+ ion relative to [Cu(tpp)].

  DOI：

  10.1039/dt9930001137
• 作为产物：
  描述：

  2,3,5,6-四溴对二甲苯 在 溴 、 potassium carbonate 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 2,3,5,6-tetrabromo-p-phenylenedimethylenedioxydibenzaldehyde
  参考文献：
  名称：

  Effect of porphyrin ring distortion on the spectral and electrochemical properties of short-chain basket-handle porphyrins

  摘要：

  The effect of porphyrin ring distortion on the spectral and electrochemical properties of short-chain basket-handle porphyrins has been investigated. The covalent attachment of opposite phenyl rings of meso-5,10,15,20-tetraphenylporphyrin (H2tpp) by short bridging groups of varying nature and length induces distortion in the porphyrin ring. Optical absorption studies indicate large bathochromic shifts (502-1139 cm-1) for both Q and Soret bands and the magnitude of these shifts are linearly correlated with the degree of distortion. The potential values for the porphyrin ring oxidation and reduction were shifted to less-positive (180-260 mV) and to more-negative (280-390 mV) values respectively relative to planar H-2tpp. The magnitude of the shifts in the optical absorption bands and redox potentials are independent of the nature of the bridging chain. The origin of these shifts are traced to structural effects caused due to the introduction of a short bridging group rather than to the electronic effect of the bridging group. Introduction of Cu2+ into the porphyrin core does not affect the degree of distortion and ESR studies indicate no significant change in the electronic structure of the Cu2+ ion relative to [Cu(tpp)].

  DOI：

  10.1039/dt9930001137

文献信息

• Boobalan; Gupta, Iti; Ravikanth, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2002, vol. 41, # 9, p. 1860 - 1863
  作者：Boobalan、Gupta, Iti、Ravikanth

  DOI：——

  日期：——