4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde | 1596174-38-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde
• CAS: 1596174-38-7
• 化学式: C₂₁H₁₂O₄
• 分子量: 328.324
• InChiKey: HFGUBJAJLRMTIS-UHFFFAOYSA-N

物化性质

• 沸点：
  533.7±50.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-氯蒽醌 、 对羟基苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以70%的产率得到4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde
  参考文献：
  名称：

  Synthesis, spectroscopic investigations and computational study of 4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde

  摘要：

  The molecular structure, vibrational frequencies, corresponding vibrational assignments of 44(9,10dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde in "trans" and "ana" forms have been investigated by UV-Vis, FT-IR and NMR spectroscopy as well as density functional theory (DFT) B3LYP method with 6-311++G(d,p) basis set. The vibrational analysis of the two forms of cited compound was performed by means of infrared absorption spectroscopy in combination with theoretical simulations. The obtained geometrical parameters and wavenumbers of vibrational normal modes from the OFT method were in good consistency with the experimental values. The H-1 and C-13 nuclear magnetic resonance (NMR) chemical shifts of the molecule were calculated by MO method. Computed molecular orbital and time dependent DFT oscillator renderings agree closely with experimental observations. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. In order to predict the reactive sites, a molecular electrostatic potential map (MEP) for the title compound was obtained. Transition structures were calculated by QST3 and IRC methods which yielded the potential energy surface and activation energy. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.01.040