(3-chlorophenyl)(5-hydroxy-1,3-diphenyl-1H-pyrazol-4-yl)methanone | 1228185-31-6

• 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: (3-chlorophenyl)(5-hydroxy-1,3-diphenyl-1H-pyrazol-4-yl)methanone
• CAS: 1228185-31-6
• 化学式: C₂₂H₁₅ClN₂O₂
• 分子量: 374.826
• InChiKey: WGPUEZOOAGMEAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 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：

  (3-chlorophenyl)(5-hydroxy-1,3-diphenyl-1H-pyrazol-4-yl)methanone 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2-((3-chlorophenyl)(5-oxo-1,3-diphenyl-1,5-dihydro-4H-pyrazol-4-ylidene)methyl)-N,N-dimethylhydrazine-1-carbothioamide
  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

• Modulation of a solid-state reversible fluorescent photoswitching based on a controllable photochromic pyrazolones
  作者：Hu Liu、Jixi Guo、Dianzeng Jia、Mingxi Guo、Fuhe Le、Lang Liu、Dongling Wu、Feng Li

  DOI：10.1016/j.jssc.2014.04.020

  日期：2014.8

  A novel solid-state reversible fluorescence photoswitching system (FPS) based on photochromism of photochromic pyrazolones has been developed by employing phosphor Sr2P2O7 co-doped with europium ion and chlorine ion (Sr2P2O7-EC) and 1,3-dipheny1-4-(3-chlorobenzal)-5-hydroxypyrazole-4-phenylsemicarbazone (la) as the fluorescence dye and the photochromic compound, respectively. With carefully selected components, the absorption band of the keto-form photochromic pyrazolones well overlaps with the emission peak of Sr2P2O7-EC. The fluorescence emission intensity of Sr2P2O7-EC is efficiently modulated by the photoisomerization of la with controlling the exposure time in the solid state. The fluorescence photoswitching system displayed high fluorescence quenching efficiency and remarkable fatigue resistance. It can be repeated 7 cycles without observable the changes of emission intensity. A fluorescence quenching efficiency can be achieved with a reversible colour change from white to yellow. (C) 2014 Published by Elsevier Inc.