1,4,5,8-Naphthalenetetracarboxylic acid, tetrasodium salt | 17273-41-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4,5,8-Naphthalenetetracarboxylic acid, tetrasodium salt
• 英文别名: H4nptc；tetrasodium salt of 1,4,5,8-naphthalene tetracarbocyclic acid；tetra-1,4,5,8-sodium naphtalene-tetracarboxylate；tetrasodium 1,4,5,8-naphthalene-tetracarboxylate；tetrasodium naphthalene-1,4,5,8-tetracarboxylate；sodium 1,4,5,8-naphthalene-tetracarboxylate；H₄nptc；tetrasodium salt of naphthalene-1,4,5,8-tetracarboxylic acid
• CAS: 17273-41-5；93094-23-6；96315-29-6
• 化学式: C₁₄H₄O₈*4Na
• 分子量: 392.14
• InChiKey: RGBBMIWBKOWYPP-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  -6.7
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  160.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,4,5,8-Naphthalenetetracarboxylic acid, tetrasodium salt 在 sodium hydroxide 作用下， 生成 1,4,5,8-萘四甲酸
  参考文献：
  名称：

  1,4,5,8-萘四甲酸二酐在水溶液中的水解和形成机理。

  摘要：

  高度共轭的含羰基分子，例如1,4,5,8-萘四甲酸二酐，III的研究很有意义，因为可以证明反应性差异和电子效应通过共轭骨架的传递。在5 M酸至pH 10的条件下测定III在水溶液中的水解动力学。在碱性溶液中，III的水解依次产生1,4,5,8-萘二酸一酐II和1,4,5， 8-萘四甲酸，I。对于碱水解的第二速率常数对于第一开环是高200倍。III的水催化水解产生I和II离子形式的pH依赖混合物。III的水催化水解速率常数比II的速率常数高25倍。在浓酸中达到平衡的速率（I，II和III）增加，而III是主要产品。I（3.24、5.13和6.25）和II（3.05、5.90）的pK（a）通过电位滴定，荧光和紫外光谱滴定以及动力学和平衡数据的定量拟合确定。从UV光谱获得在I和II之间形成酸酐的表观的，pH依赖性的平衡常数K（EqII）。动力学和平衡数据的定量拟合与以下假设相符：酸酐的形成仅针对

  DOI：

  10.1039/b512187f
• 作为产物：
  描述：

  1,4,5,8-萘四甲酸酐 在 sodium hydroxide 作用下， 反应 0.5h， 生成 1,4,5,8-Naphthalenetetracarboxylic acid, tetrasodium salt
  参考文献：
  名称：

  1,4,5,8-萘四甲酸二酐在水溶液中的水解和形成机理。

  摘要：

  高度共轭的含羰基分子，例如1,4,5,8-萘四甲酸二酐，III的研究很有意义，因为可以证明反应性差异和电子效应通过共轭骨架的传递。在5 M酸至pH 10的条件下测定III在水溶液中的水解动力学。在碱性溶液中，III的水解依次产生1,4,5,8-萘二酸一酐II和1,4,5， 8-萘四甲酸，I。对于碱水解的第二速率常数对于第一开环是高200倍。III的水催化水解产生I和II离子形式的pH依赖混合物。III的水催化水解速率常数比II的速率常数高25倍。在浓酸中达到平衡的速率（I，II和III）增加，而III是主要产品。I（3.24、5.13和6.25）和II（3.05、5.90）的pK（a）通过电位滴定，荧光和紫外光谱滴定以及动力学和平衡数据的定量拟合确定。从UV光谱获得在I和II之间形成酸酐的表观的，pH依赖性的平衡常数K（EqII）。动力学和平衡数据的定量拟合与以下假设相符：酸酐的形成仅针对

  DOI：

  10.1039/b512187f

文献信息

• New lanthanide based coordination polymers with high potential porosity
  作者：N. Kerbellec、C. Daiguebonne、K. Bernot、O. Guillou、X. Le Guillou

  DOI：10.1016/j.jallcom.2007.04.199

  日期：2008.2

  crystal structure and the calculated porosity of the first two new coordination polymers, namely Gd[(C10H4)(COO)3(COOH)](H2O)4·9H2O and Er4[(C10H4)(COO)4]3(H2O)10·12H2O. The first compound crystallizes in the triclinic system, space group P 1 ¯ (no. 2) with a = 6.4456(1) A, b = 12.0131(3) A, c = 16.4256(4) A, α = 107.8706(9)°, β = 97.0735(9)°, γ = 93.4771(15)° and Z = 2. The crystal structure can be

  摘要 在水性凝胶介质中，镧系离子与萘四甲酸的钠盐之间的反应可产生配位聚合物。我们在这里报告了前两种新配位聚合物的合成、晶体结构和计算的孔隙率，即 Gd[(C10H4)(COO)3(COOH)](H2O)4·9 和 Er4[( )(COO) 4]3( )10·12 。第一种化合物在三斜晶系中结晶，空间群 P 1¯ (no. 2) with a = 6.4456(1) A, b = 12.0131(3) A, c = 16.4256(4) A, α = 107.8706(9) °, β = 97.0735(9)°, γ = 93.4771(15)° 和 Z = 2。晶体结构可以描述为通过氢键相互连接的波状平面。这种伪 3D 晶体结构呈现出由结晶水分子填充的非常大的矩形通道。第二种化合物在单斜晶系中结晶，空间群 P21/c (no. 14) with a = 9.8442(1)
• Synthesis, structure and magnetic investigations of polycarboxylato-copper(II) complexes
  作者：Franz A. Mautner、Jörg H. Albering、Ramon Vicente、Chase Andrepont、Jacob G. Gautreaux、August A. Gallo、Salah S. Massoud

  DOI：10.1016/j.poly.2013.02.038

  日期：2013.4

  Polynuclear Cu(II) complexes bridged by multicarboxylate compounds (1,4,5,8-naphthalene-tetracarboxylic acid, H(4)nptc; 2,5-pyridinedicarboxylic acid, 2,5-H(2)pydc; 1,3,5-benzenetricarboxylic acid, 1,3,5-H(3)btc; tris(acetato)amine) have been synthesized and characterized by IR and UV-Vis spectroscopic techniques. These compounds include [Cu-4(pmedien)(4)(mu(4)-nptc)(H2O)(4)](ClO4)(4)center dot 2H(2)O (1), [Cu-2(pmedien)2(mu(2)-2,5-pydc)(H2O)](ClO4)(2)center dot H2O (2), [Cu-3(DPA)(3)(1,3,5-btc)(ClO4)3]center dot H2O (3), [Cu-3(DPA)(3)(HN(CH2COO)(3))(H2O)(3)](ClO4)(4)center dot 3H(2)O (4), and [Cu-3(pmedien)(3)(HN(CH2COO)(3))(H2O)3](ClO4)(4)center dot 2H(2)O (5) where pmedien = N,N,N',N '' N ''-pentamethyldiethylenetriamine and DPA = di(2-pyridymethyl)amine. X-ray single crystal crystallography reveal the tetra- and di-nulear bridging nature of the fully deprotonated acids H-4-nptc and 2,5-H(2)pydc in complexes 1 and 2, respectively. Magnetic susceptibilities of complexes 1 and 2 which were measured at variable temperatures showed very weak antiferromagnetic coupling. (c) 2013 Elsevier Ltd. All rights reserved.
• The first coordination polymer of lanthanum(III) with a naphthalene-1,4,5,8-tetracarboxylic 1,8-anhydride derivative
  作者：Rajesh Koner、Israel Goldberg

  DOI：10.1107/s0108270108017691

  日期：2008.7.15

  The title compound, catena-poly[[[heptaaqualanthanum(III)]-mu-1,3-dioxo-2-oxa-1H, 3H-phenalene-6,7-dicarboxylato- k(2)O(6):-O(7)] hemi(4,8-dicarboxynaphthalene-1,5-dicarboxylate) dihydrate], [La(C(14)H(4)O(7))(H(2)O)(7)](C(14)H(6)O(8))(0.5) center dot 2H(2)O}(n), is a dihydrate of a coordination polymer between the dianion of naphthalene-1,4,5,8-tetracarboxylic 1,8-anhydride and the heptahydrated lanthanum( III) ion, charge balanced by an additional 4,8-dicarboxynaphthalene-1,5-dicarboxylate dianion that is located on an inversion centre and is not coordinated to the metal ion. The linear polymeric arrays adopt a comb-like structure, and these pack in pairs with one chain interpenetrating another, like two parts of a zip, to optimize stacking interactions between their ligand fragments. All the components of this compound are further interlinked by an extensive pattern of O-H center dot center dot center dot O hydrogen bonds throughout the crystal structure. The main scientific significance of the results reported here is that they demonstrate for the first time the feasibility of coordination polymerization of the above organic ligand with lanthanide ions. The resulting polymer has a unique architecture. Finally, the reported structure is a rare example where the tetraacid and the diacid anhydride ligand species co-exist in the same crystal.
• The first two lanthanum-containing coordination polymers involving naphthalene-1,4,5,8-tetra-carboxylate as ligand
  作者：Y. Zheng、G. Calvez、N. Kerbellec、C. Daiguebonne、O. Guillou

  DOI：10.1016/j.ica.2008.07.008

  日期：2009.4

  Reaction in an aqueous gel medium between a lanthanide ion and the sodium salt of the naphthalene-1,4,5,8-tetra-carboxylic acid can lead to coordination polymers. We report here the synthesis, the crystal structure, the thermal analysis and the calculated porosity of two new coordination polymers involving the lanthanum ion.The thermal properties of compound [LaNa[(C10H4)(COO)(4)](H2O)(7) center dot 4H(2)O](infinity) have also been studied and are reported here. (C) 2008 Elsevier B. V. All rights reserved.