2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl)benzoic acid

• 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: 2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl)benzoic acid
• 英文别名: 2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)hydrazinyl)benzoic acid；solvent yellow 21；fast yellow 2G；2-[2-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)hydrazinyl]benzoic acid
• 化学式: C₁₇H₁₄N₄O₃
• mdl: MFCD00980195
• 分子量: 322.323
• InChiKey: BLZHUECAIOIEOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  94.36
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  nickel(II) nitrate hexahydrate 、 2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl)benzoic acid 在 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 192.0h， 以45%的产率得到[Ni(II)(2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl)benzoic acid)(DMF)(H₂O)₂]
  参考文献：
  名称：

  Synthesis, structures, and fluorescent properties of azo anthranilic acid and its Cu(II), Co(II), and Ni(II) complexes

  摘要：

  Three new complexes, [Cu(II)L](n) (1), [Co(II)L(H2O)](n) (2), and [Ni(II)L(DMF)(H2O)(2)] (3), where ;H2L = [2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl) benzoic acid], were synthesized and characterized via elemental analysis, IR spectroscopy, and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis revealed that 1, 2, and 3, formed by H2L with metal nitrate, have zigzag chain, helical chain, and mononuclear structures, respectively. The luminescence spectra study reveals that 1 has two emission peaks at 470 and 540 nm, which are attributed to intraligand charge transfer and ligand-to-metal charge transfer fluorescent emission, respectively. In 2 and 3, almost 100% fluorescence emission quenching is observed.

  DOI：

  10.1080/00958972.2014.948870
• 作为产物：
  描述：

  邻氨基苯甲酸 、 依达拉奉 在 sodium hydroxide 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 2.5h， 以64%的产率得到2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl)benzoic acid
  参考文献：
  名称：

  对偶氮染料基杂化着色剂形成机理的洞察：理化性质和潜在应用

  摘要：

  本文提出了一种以羟基碳酸铝镁（LH）为基质沉淀单羧酸偶氮染料（MCD）制备有机-无机杂化复合材料的新方法。进行了二次离子质谱（TOF-SIMS），固态核磁共振（13 C MAS NMR），粉末X射线衍射（XRD），热重分析（TG-DTA）和扫描电子显微镜（SEM）的表征。合成的杂化着色剂的结构。TOF-SIMS显示存在C 17 H 13 N 4 O 3 - Mg 2+LH基质中的离子。X射线衍射图谱表明，偶氮染料-LH配合物的形成强烈影响LH矿物的晶体结构，表明存在新的有机-无机杂化体。将一元羧酸染料掺入LH矿物中有助于在衍射图中出现新的峰，这些峰既不属于偶氮染料也不属于LH载体。使用TOF-SIMS，TG-DTA和UV-Vis光谱学研究了纯染料和LH /颜料的热稳定性。发现TOF-SIMS技术是一种非常有前途的工具，可用于评估有机无机材料的化学组成并监测其热稳定性。发色团的热稳定性，光稳

  DOI：

  10.1016/j.dyepig.2019.04.022

文献信息

• Synthesis, structures, and fluorescent properties of azo anthranilic acid and its Cu(II), Co(II), and Ni(II) complexes
  作者：Yong-Feng Qiao、Lin Du、Jie Zhou、Yan Hu、Lin Li、Bin Li、Qi-Hua Zhao

  DOI：10.1080/00958972.2014.948870

  日期：2014.8.3

  Three new complexes, [Cu(II)L](n) (1), [Co(II)L(H2O)](n) (2), and [Ni(II)L(DMF)(H2O)(2)] (3), where ;H2L = [2-(2-(3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) hydrazinyl) benzoic acid], were synthesized and characterized via elemental analysis, IR spectroscopy, and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis revealed that 1, 2, and 3, formed by H2L with metal nitrate, have zigzag chain, helical chain, and mononuclear structures, respectively. The luminescence spectra study reveals that 1 has two emission peaks at 470 and 540 nm, which are attributed to intraligand charge transfer and ligand-to-metal charge transfer fluorescent emission, respectively. In 2 and 3, almost 100% fluorescence emission quenching is observed.
• Insight into the formation mechanism of azo dye-based hybrid colorant: Physico-chemical properties and potential applications
  作者：Bolesław Szadkowski、Anna Marzec、Jacek Rogowski、Waldemar Maniukiewicz、Marian Zaborski

  DOI：10.1016/j.dyepig.2019.04.022

  日期：2019.8

  performed to characterize the structure of the synthesized hybrid colorant. TOF-SIMS displayed the presence of C17H13N4O3−Mg2+ ions in the LH matrix. The X-ray diffraction pattern showed that the formation of azo dye-LH complexes strongly affected the crystal structure of the LH mineral suggesting existence a new organic-inorganic hybrid. Incorporation of the monocarboxylic dye into the LH mineral contributed

  本文提出了一种以羟基碳酸铝镁（LH）为基质沉淀单羧酸偶氮染料（MCD）制备有机-无机杂化复合材料的新方法。进行了二次离子质谱（TOF-SIMS），固态核磁共振（13 C MAS NMR），粉末X射线衍射（XRD），热重分析（TG-DTA）和扫描电子显微镜（SEM）的表征。合成的杂化着色剂的结构。TOF-SIMS显示存在C 17 H 13 N 4 O 3 - Mg 2+LH基质中的离子。X射线衍射图谱表明，偶氮染料-LH配合物的形成强烈影响LH矿物的晶体结构，表明存在新的有机-无机杂化体。将一元羧酸染料掺入LH矿物中有助于在衍射图中出现新的峰，这些峰既不属于偶氮染料也不属于LH载体。使用TOF-SIMS，TG-DTA和UV-Vis光谱学研究了纯染料和LH /颜料的热稳定性。发现TOF-SIMS技术是一种非常有前途的工具，可用于评估有机无机材料的化学组成并监测其热稳定性。发色团的热稳定性，光稳