3-Cyclobutene-1,2-dione, 3,4-dihydroxy-, dipotassium salt | 13021-39-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酸
• 英文名称: 3-Cyclobutene-1,2-dione, 3,4-dihydroxy-, dipotassium salt
• 英文别名: potassium squarate
• CAS: 13021-39-1；54812-36-1
• 化学式: C₄O₄*2K
• 分子量: 190.238
• InChiKey: OMZRGDPQSQLNHO-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -5.57
• 重原子数：
  9.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.26
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  cis-diamminediaquaplatinum(II) 、 3-Cyclobutene-1,2-dione, 3,4-dihydroxy-, dipotassium salt 以 水 为溶剂， 以73%的产率得到
  参考文献：
  名称：

  Squarate complexes of diamine palladium(II) and platinum(II)

  摘要：

  DOI：

  10.1016/s0020-1693(00)84341-8
• 作为产物：
  描述：

  方酸 在 氢氧化钾 作用下， 以 水 为溶剂， 以88.9%的产率得到3-Cyclobutene-1,2-dione, 3,4-dihydroxy-, dipotassium salt
  参考文献：
  名称：

  Vibrational spectroscopy and aromaticity investigation of squarate salts: A theoretical and experimental approach

  摘要：

  Experimental and theoretical investigations of squarate salts [M(2)A(C4O4)] (M = Li, Na, K and Rb) were performed aiming to correlate the structures, vibrational analysis and aromaticity. Powder X-ray diffraction data show that these compounds are not isostructural, indicating that the metal-squarate and hydrogen bonds to water molecules interactions play a significant role on the the crystal packing. The infrared and Raman assigments suggest an equalization of the C-C bond lengths with the increasing of the counter-ion size. This result is interpreted as an enhancement in the electronic delocalization and consequently in the degree of aromaticity for salts with larger ions. Quantum mechanical calculations for structures, vibrational spectra and aromaticity index are in agreement with experimental finding, giving insights at molecular level. for the role played by distinct complexation modes to the observed properties. Comparison between our results and literature, regarding molecular dynamics in different chemical environments, shows that aromaticity and hydrogen bonds are the most important forces driving the interactions in the solid structures of squarate ion. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2006.01.035

文献信息

• Oxocarbon Salts for Fast Rechargeable Batteries
  作者：Qing Zhao、Jianbin Wang、Yong Lu、Yixin Li、Guangxin Liang、Jun Chen

  DOI：10.1002/anie.201607194

  日期：2016.9.26

  conductivity of the K‐ion electrolyte, and the facilitated K‐ion diffusion process. Moreover, a first example of a K‐ion battery with a rocking‐chair reaction mechanism of K2C6O6 as cathode and K4C6O6 as anode is introduced, displaying an operation voltage of 1.1 V and an energy density of 35 Wh kg−1. This work provides an interesting strategy for constructing rapid K‐ion batteries with renewable and

  通过与不同金属离子（M = Li，Na，K）和骨架（n = 4、5、6 ）进行单锅质子交换反应制得的碳酸盐（M 2（CO）n）已得到合理设计，并用作电极装在锂，钠和钾离子可充电电池中。结果表明，M 2（CO）5 / M 2（CO）6盐可以可逆地插入两个或四个金属离子，而M 2（CO）4的电化学活性较小。特别是，我们发现K 2 C 6 O 6电极可实现212 mA h g -1的超快速钾离子插入/提取在0.2 C和164 mA h g -1在10 C时。这种行为可以归因于K 2 C 6 O 6的自然半导体特性，窄带隙接近0.9 eV，K离子电解质的高离子电导率，以及便利的K-ion扩散过程。此外，介绍了一个以K 2 C 6 O 6为阴极，K 4 C 6 O 6为阳极的摇椅反应机理的K离子电池，其工作电压为1.1 V，能量密度为1。之35 Wh千克-1。这项工作为用可再生和丰富的钾材料构建快速K离子电池提供了有趣的策略。
• Preparation, Characterization, and Solid State Thermal Studies of Nickel(II) Squarate Complexes of 1,2-Ethanediamine and Its Derivatives
  作者：Debasis Das、Ashutosh Ghosh、Nirmalendu Ray Chaudhuri

  DOI：10.1246/bcsj.70.789

  日期：1997.4

  2-N-propylethanediamine (pren), 1,2-N,N-dimethylethanediamine (N,N-dmen) and 1,2-N,N′-diethylethanediamine (N,N′-deten)] have been synthesized by the addition of the respective diamines to finely powdered nickel(II)squarate dihydrate, NiC4O4·2H2O. All of the tris-species, except for [Ni(N,N′-dmen)3]C4O4 were also prepared by adding diamines to NiC4O4·2H2O dissolved in aqueous ammonia (25%). When the latter method

  [NiL3]C4O4 [L = 1,2-乙二胺 (en) 和 1,2-N,N'-二甲基乙二胺 (N,N'-dmen)], [NiL3]C4O4·nH2O [对于 L = 1,2- N-甲基乙二胺（meen）和2-甲基-1,2-丙二胺（ibn）；n = 1，并且对于 L = 1,2-丙二胺 (pn)；n = 2], 和 [NiL2C4O4]·2H2O [L = 1,2-N-乙基乙二胺 (eten), 1,2-N-丙基乙二胺 (pren), 1,2-N,N-二甲基乙二胺 (N,N- dmen) 和 1,2-N,N'-二乙基乙二胺 (N,N'-deten)] 已通过将各自的二胺添加到细粉状镍 (II) 方酸二水合物 NiC4O4·2H2O 中而合成。除了 [Ni(N,N'-dmen)3]C4O4 之外，所有的三物种也是通过将二胺加入溶解在氨水 (25%) 中的 NiC4O4·2H2O 中制备的。当采用后一种方法时，双物种
• Hydrogen bonding in the chain-like coordination polymer ZnC4O4·4H2O: A neutron diffraction study
  作者：Christian Robl、Werner F. Kuhs

  DOI：10.1016/0022-4596(88)90298-8

  日期：1988.7

  Monoclinic crystals of ZnC4O4·4H2O were grown in an aqueous silica gel: lattice constants a = 901.2(2) pm, b = 1333.6(3) pm, c = 674.6(2) pm, β = 99.33(2)°, Z = 4, space group . Anisotropic refinement on single-crystal neutron diffraction data led to Rw = 0.0294 including anharmonic thermal parameters for hydrogen atoms and oxygen atoms of the water molecules. The coordination polyhedron of Zn2− is

  ZnC 4 O 4 ·4H 2 O的单斜晶体在水性硅胶中生长：晶格常数a = 901.2（2）pm，b = 1333.6（3）pm，c = 674.6（2）pm，β= 99.33（2 ）°，Z = 4，空间群。对单晶中子衍射数据的各向异性改进导致R w = 0.0294，其中包括水分子中氢原子和氧原子的非谐热参数。Zn 2−的配位多面体是由四个水分子和两个O方形原子形成的略微扭曲的八面体，它们以反位键合到C上4二价阴离子的环（ZnO，207.6（1）-212.6（1）时）。自由Zn的无限链2+和C 4 ö 2- 4是晶体结构的主要特征。相邻的链通过H 2 O和O方原子之间的不对称氢键连接。方形二价阴离子理想地是平面的。晶体学上独立的CO键长相同（2×125.0（1）pm），尽管O方元素的Zn 2+和H配位不同。CC键长略有不同（146.4（1）和146.7） （1）下午）。