4-(isonicotinamido)phthalic acid | 1245212-48-9

• 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: 4-(isonicotinamido)phthalic acid
• 英文别名: 4-(Isonicotinamido)phthalic acid；4-(pyridine-4-carbonylamino)phthalic acid
• CAS: 1245212-48-9
• 化学式: C₁₄H₁₀N₂O₅
• 分子量: 286.244
• InChiKey: LDMMEQRJUXHKES-UHFFFAOYSA-N

物化性质

• 沸点：
  454.8±45.0 °C(Predicted)
• 密度：
  1.534±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cadmium(II) nitrate tetrhydrate 、 4-(isonicotinamido)phthalic acid 在 tetrabutylammonium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以38%的产率得到[Cd(4-(isonicotinamido)phthalate(1-))2]
  参考文献：
  名称：

  Syntheses and characterization of inorganic–organic hybrids with 4-(isonicotinamido)phthalate and some divalent metal centers

  摘要：

  Four new inorganic-organic hybrid frameworks [Mn(L)(H2O)(2)](n) (1), {[Co(L)(H2O)(3)]center dot 2H(2)O-CH3OH}(n) (2), {[Zn(L)(H2O)]center dot H2O) (3) and [Cd(HL)(2)](n) (4) [H2L = 4-(isonicotinamido)phthalic acid] have been synthesized and characterized by single-crystal X-ray diffraction analysis. Complex 1 has three-dimensional (3D) structure and topology related to SrAl2 (sra) with Schlafli symbol of (4(.)(2)6(3).8). And 2 displays (3,3)-connected two-dimensional (2D) network with (4.8(2)) topology, while 3 exhibits a uninodal (3,3)-connected (6,3) 2D network, which is further linked by N-H center dot center dot center dot O hydrogen bonding interactions to give 3D structure with hms topology and Schlafli symbol of (6(3))(6(9).8). Complex 4 with partial deprotonated HL- ligands also has a 2D network structure. In addition, the magnetic property of 1, nonlinear optical property of 3 and photoluminescence of 3 and 4 were investigated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.05.014
• 作为产物：
  描述：

  异烟酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-(isonicotinamido)phthalic acid
  参考文献：
  名称：

  Self-assemblies formed by isonicotinic acid analogues axially coordinating with zinc porphyrin via pyridyl unit: synthesis and application in dye sensitized solar cells

  摘要：

  A novel zinc porphyrin ZnP bearing a 1,3,5-triazine-2,4-diamine unit has been designed and synthesized in good yields to construct axial-coordinated assemblies (denoted as ZnP-Ai, i = 1, 2, 3 and 4) with different isonicotinic acid analogues (assigned as Al, A2, A3 and A4) through zinc-to-ligand axial coordination approach. Then these assemblies were grafted onto TiO2 electrode surface to build dye sensitized solar cells. The performance of these cells also was examined. Photoelectrochemical measurements illustrate that all the assembly based cells have certain capabilities to export photocurrent. Especially, the ZnP-A2 assembly with a cyanoacrylic acid group based solar cell has the highest conversion efficiency of 0.81% with J(SC) of 3.0 mA/cm(2), a V-OC of 0.38 V, and a FF of 0.71 among these assembly based solar cells. Additionally, the UV-vis absorption, fluorescence spectra, density functional theory (OFT) calculations, transmission electron microscopy (TEM) and electrochemical impedance spectra (EIS) were performed to determine the photoelectric behavior as well as morphological structure on the TiO2 surface modified by these assemblies. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.03.054

文献信息

• Poly[diaqua[μ₄-4-(isonicotinamido)phthalato]nickel(II)] displaying an<b>sra</b>topology
  作者：Man-Sheng Chen、Jin-Sheng Xu、Yi-Fang Deng、Chun-Hua Zhang

  DOI：10.1107/s0108270113023846

  日期：2013.10.1

  In the title compound, [Ni(C₁₄H₈N₂O₅)(H₂O)₂]_n, the Ni^IIcation is six-coordinate with a slightly distorted octahedral coordination geometry and the 4-(isonicotinamido)phthalate ligand links the Ni^IIcentres into a three-dimensional structure withsratopology. The structure is also stabilized by N—H...O hydrogen bonding between the uncoordinated amide groups of the ligand and extensive O—H...O hydrogen bonding between the two coordinated water molecules. The magnetic and thermal stability properties of the title compound are also discussed.

  在标题化合物[Ni(C14H8N2O5)(H2O)2]n中，NiII阳离子为六配位，具有轻微扭曲的八面体配位几何形状，4-（异烟酰胺基）邻苯二甲酸酯配体将 NiII 中心连接成具有斜坡结构的三维结构。配体的非配位酰胺基团之间的 N-H...O 氢键和两个配位水分子之间广泛的 O-H...O 氢键也稳定了该结构。此外，还讨论了标题化合物的磁性和热稳定性。
• Self-assemblies formed by isonicotinic acid analogues axially coordinating with zinc porphyrin via pyridyl unit: synthesis and application in dye sensitized solar cells
  作者：Jun-Xiang Zhang、Fa-Ming Han、Jia-Cheng Liu、Ren-Zhi Li、Neng-Zhi Jin

  DOI：10.1016/j.tetlet.2016.03.054

  日期：2016.4

  A novel zinc porphyrin ZnP bearing a 1,3,5-triazine-2,4-diamine unit has been designed and synthesized in good yields to construct axial-coordinated assemblies (denoted as ZnP-Ai, i = 1, 2, 3 and 4) with different isonicotinic acid analogues (assigned as Al, A2, A3 and A4) through zinc-to-ligand axial coordination approach. Then these assemblies were grafted onto TiO2 electrode surface to build dye sensitized solar cells. The performance of these cells also was examined. Photoelectrochemical measurements illustrate that all the assembly based cells have certain capabilities to export photocurrent. Especially, the ZnP-A2 assembly with a cyanoacrylic acid group based solar cell has the highest conversion efficiency of 0.81% with J(SC) of 3.0 mA/cm(2), a V-OC of 0.38 V, and a FF of 0.71 among these assembly based solar cells. Additionally, the UV-vis absorption, fluorescence spectra, density functional theory (OFT) calculations, transmission electron microscopy (TEM) and electrochemical impedance spectra (EIS) were performed to determine the photoelectric behavior as well as morphological structure on the TiO2 surface modified by these assemblies. (C) 2016 Elsevier Ltd. All rights reserved.
• Syntheses and characterization of inorganic–organic hybrids with 4-(isonicotinamido)phthalate and some divalent metal centers
  作者：Man-Sheng Chen、Qin Hua、Zheng-Shuai Bai、Taka-aki Okamura、Zhi Su、Wei-Yin Sun、Norikazu Ueyama

  DOI：10.1016/j.poly.2010.05.014

  日期：2010.8

  Four new inorganic-organic hybrid frameworks [Mn(L)(H2O)(2)](n) (1), [Co(L)(H2O)(3)]center dot 2H(2)O-CH3OH}(n) (2), [Zn(L)(H2O)]center dot H2O) (3) and [Cd(HL)(2)](n) (4) [H2L = 4-(isonicotinamido)phthalic acid] have been synthesized and characterized by single-crystal X-ray diffraction analysis. Complex 1 has three-dimensional (3D) structure and topology related to SrAl2 (sra) with Schlafli symbol of (4(.)(2)6(3).8). And 2 displays (3,3)-connected two-dimensional (2D) network with (4.8(2)) topology, while 3 exhibits a uninodal (3,3)-connected (6,3) 2D network, which is further linked by N-H center dot center dot center dot O hydrogen bonding interactions to give 3D structure with hms topology and Schlafli symbol of (6(3))(6(9).8). Complex 4 with partial deprotonated HL- ligands also has a 2D network structure. In addition, the magnetic property of 1, nonlinear optical property of 3 and photoluminescence of 3 and 4 were investigated. (C) 2010 Elsevier Ltd. All rights reserved.