1,3-diphenyl-4-(3-bromobenzal)-5-hydroxypyrazole 4,4-dimethyl-3-thiosemicarbazide | 1424272-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-diphenyl-4-(3-bromobenzal)-5-hydroxypyrazole 4,4-dimethyl-3-thiosemicarbazide
• CAS: 1424272-96-7
• 化学式: C₂₅H₂₂BrN₅OS
• 分子量: 520.453
• InChiKey: RXIQHZDLZMEIHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65.68
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,3-diphenyl-4-(3-bromobenzal)-5-hydroxypyrazole 4,4-dimethyl-3-thiosemicarbazide 生成 2-((3-bromophenyl)(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
• 作为产物：
  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