iodanilic acid | 4370-60-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: iodanilic acid
• 英文别名: 2,5-dihydroxy-3,6-diiodo-[1,4]benzoquinone；2,5-Dihydroxy-3,6-dijod-[1,4]benzochinon；Jodanilsaeure；2,5-Dihydroxy-3,6-diiodo-2,5-cyclohexadiene-1,4-dione；2,5-dihydroxy-3,6-diiodocyclohexa-2,5-diene-1,4-dione
• CAS: 4370-60-9
• 化学式: C₆H₂I₂O₄
• 分子量: 391.888
• InChiKey: VZHNRZGWCUOORJ-UHFFFAOYSA-N

物化性质

• 沸点：
  360.8±42.0 °C(Predicted)
• 密度：
  3.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  iodanilic acid 、 乙酸酐 生成 2,5-diacetoxy-3,6-diiodo-[1,4]benzoquinone
  参考文献：
  名称：

  Jackson; Bolton, Journal of the American Chemical Society, 1914, vol. 36, p. 556

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 iodanilic acid
  参考文献：
  名称：

  Torrey; Hunter, Journal of the American Chemical Society, 1912, vol. 34, p. 709

  摘要：

  DOI：

文献信息

• Halogen-bonding in a new family of tris(haloanilato)metallate(<scp>iii</scp>) magnetic molecular building blocks
  作者：Matteo Atzori、Flavia Artizzu、Elisa Sessini、Luciano Marchiò、Danilo Loche、Angela Serpe、Paola Deplano、Giorgio Concas、Flavia Pop、Narcis Avarvari、Maria Laura Mercuri

  DOI：10.1039/c4dt00127c

  日期：——

  new tris(haloanilato)metallate(III) complexes with general formula [A]3[M(X2An)3] (A = (n-Bu)4N+, (Ph)4P+; M = Cr(III), Fe(III); X2An = 3,6-dihalo derivatives of 2,5-dihydroxybenzoquinone (H4C6O4), chloranilate (Cl2An2−), bromanilate (Br2An2−) and iodanilate (I2An2−)), obtained by a general synthetic strategy, and their full characterization. The crystal structures of these Fe(III) and Cr(III) haloanilate

  在这里，我们报道了新的具有通式[A] 3 [M（X 2 An）3 ]的三（卤代氨基甲酸）金属盐（III）配合物（A =（n- Bu）4 N +，（Ph）4 P + ; M ＝ Cr（III），Fe（III）； X 2 An ＝ 2，5-二羟基苯醌（H 4 C 6 O 4），氯苯甲酸酯（Cl 2 An 2−），溴代甲酸酯（Br 2 An ）的3，6-二卤代衍生物。2−）和碘代乙酸酯（I 2 An 2−）），通过一般综合策略获得，并对其进行全面描述。这些Fe（III）和Cr（III）卤代苯甲酸盐配合物的晶体结构由阴离子配体组成，这些配体由配位为[M（X 2 An）3 ] 3-和（Et）3 NH +，（n -Bu）4的均配物形成N +或（Ph 4）P +阳离子。所有配合物均表现出八面体配位几何结构，其中金属离子被来自三个螯合配体的六个氧原子包围。这些络合物根据三个双齿配体的金属配位是手性的，并且Λ和Δ对映异构体均存在于其晶格中。[[
• Jackson; Bolton, Journal of the American Chemical Society, 1914, vol. 36, p. 1480
  作者：Jackson、Bolton

  DOI：——

  日期：——
• A Family of Layered Chiral Porous Magnets Exhibiting Tunable Ordering Temperatures
  作者：Matteo Atzori、Samia Benmansour、Guillermo Mínguez Espallargas、Miguel Clemente-León、Alexandre Abhervé、Patricia Gómez-Claramunt、Eugenio Coronado、Flavia Artizzu、Elisa Sessini、Paola Deplano、Angela Serpe、Maria Laura Mercuri、Carlos J. Gómez García

  DOI：10.1021/ic4013284

  日期：2013.9.3

  A simple change of the substituents in the bridging ligand allows ttming of the ordering temperatures, T-c, in the new family of layered chiral magnets A[M(11)Mm(X(2)An)(3)].G (A =. [(H3O)(phz)(3)r. (Phz = phenazine) or NBu4+; ?(2A1127 =,C6O4X22-,7 = 2,5-dihydroxy-1,4:benzoquinone derivative dianion, with M" = Cr, Fe; M" = Mn, Fe, Go, etc, X = Cl, Br, I, H, G.= Water Or acetone). Depending on the nature of X, an increase in T-c, from ca.: 5.5 to 6.3, '8.2, and :11.0 K -(for X = Cl, Br, I, and H; respectively) is observed in the MnCr derivatiVe. Furthermore, the presence of the chiral cation [(H3O)(phz)(3)](+), formed " by the aSsociation of a hydronium ion with three phenazine molecules, leads to a chiral structure where the A-RH30)(phz)3] + cations are " always located below the Delta-[Cr(Cl(2)An)(3)](3-) Centers, leading: to a very unusual localization of both kinds of metals (Cr and Mn) and to an eclipsed disposition of the layers. This eclipsed disposition generates hexagonal channels with a void volume of ca. 20% where guest molecules (acetone and water) can be reversibly absorbed. Here we Present the structural and magnetic characterization of this new family of anilatobased molecular Magnets.
• Synthesis and Magnetic Properties of Binuclear Manganese(II) Complexes with an Iodanllate Bridge
  作者：Yan-Tuan Li、Cui-Wei Yan、Dai-Zheng Liao

  DOI：10.1080/00945719809351685

  日期：1998.7
• Synthesis, Characterization, and Magnetism of Binuclear Iron(III) Complexes with Iodanilato as Bridging Ligand
  作者：Yan‐Tuan Li、Cui‐Wei Yan、Chun‐Yuan Zhu

  DOI：10.1081/sim-120035957

  日期：2004.4.1

  Three new mu-iodanilato-bridged binuclear iron(III) complexes were synthesized and characterized, namely [Fe-2(IA)(Me(2)phen)(4)](ClO4)(4) (1), [Fe-2(IA)(Ph(2)phen)(4)](ClO4)(4) (2), and [Fe-2(IA)(Phphen)(4)]-(ClO4)(4) (3), where IA represents the dianion of iodanilic acid; Me(2)phen, Ph(2)phen, and Phphen denotes 2,9-dimethyl-1,10-phenanthroline; 4,7-diphenyl-1,10-phenanthroline or 5-phenyl-1,10-phenanthroline, respectively. Based on elemental analyses, molar conductivity and room-temperature magnetic moment measurements, IR and electronic spectral studies, it is proposed that these complexes have extended IA-bridged structures consisting of two iron(III) ions, each in a distorted octahedral environment. The complexes (1) and (2) were further characterized by variable-temperature (4.2-300 K) magnetic susceptibility measurements and the observed data were successfully simulated by the equation based on the spin Hamiltonian operator, (H) over cap = -2J (S) over cap (1)(S) over cap (2), giving the exchange parameter J = -9.21 cm(-1) for (1) and J = -10.85 cm(-1) for (2). These results are commensurate with weak antiferromagnetic spin-exchange interaction between the two iron(III) ions within each molecule. The influence of halogen substituents in the bridging ligand on magnetic interactions between the metal ions of this kind of complexes is preliminarily discussed.