DP3BrBP | 1207176-81-5

• 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: DP3BrBP
• 英文别名: 1,3-diphenyl-4-(3-bromobenzoyl)-5-pyrazolone
• CAS: 1207176-81-5
• 化学式: C₂₂H₁₅BrN₂O₂
• 分子量: 419.277
• InChiKey: BINQCHDRGNRSEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.12
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,4-二甲基-3-氨基硫脲单水合物 、 DP3BrBP 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以83%的产率得到1,3-diphenyl-4-(3-bromobenzal)-5-hydroxypyrazole 4,4-dimethyl-3-thiosemicarbazide
  参考文献：
  名称：

  Synthesis, properties, and mechanism of two novel photoisomerization pyrazolones in the solid state

  摘要：

  Two novel photoisomerization compounds derived from pyrazolones have been synthesized successfully. The photoisomerization properties of materials have been carefully investigated by measuring the UV-vis absorption and fluorescence spectra of the materials. It was found for the first time among the derivatives of pyrazolones that the compounds change their color from yellow to brown with an efficiency of more than 95% of modulating the fluorescence behaviors, after irradiated with visible light. The unique fluorescent changes of the two compounds between their "on" and "off" states in the solid state indicate that the materials could be used as building blocks to construct novel optical switches. The mechanism of the photoisomerization was further studied with FT-IR, XPS and X-ray single crystal diffraction. The photoreaction resulted from isomerization between the enol and keto forms of the materials is accompanied by intra- and inter-molecular proton transfer. (c) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2012.06.001

文献信息

• Synthesis and Properties of a Novel Photochromic Compound with Modulated Fluorescence in the Solid State
  作者：Lang Liu、Xiangyun Xie、Dianzeng Jia、Jixi Guo、Xiaolin Xie

  DOI：10.1021/jo100372z

  日期：2010.7.16

  results show that the compound exhibits reversible enol−keto photoisomerization due to the intermolecular double-proton transfer, excellent photostability, high fatigue resistance, and remarkable fluorescence.

  制备了一种新的光致变色化合物1,3-二苯基-4-（3-溴苯并）-5-羟基吡唑4-苯基半碳脲（DP3BrBP-PSC）。已经对其光致变色和热漂白行为，晶体结构和荧光性质进行了详细研究。结果表明，由于分子间双质子转移，出色的光稳定性，高抗疲劳性和出色的荧光性，该化合物表现出可逆的烯醇-酮光异构化。