(1,4-dioxane-2,3-diyldithio)ethylenedioxotetrathiafulvalene | 352223-03-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶英
• 英文名称: (1,4-dioxane-2,3-diyldithio)ethylenedioxotetrathiafulvalene
• 英文别名: (1,4-dioxane-diyl-2,3-ditio)ethylenedioxytetrathiafulvalene；(1,4-dioxanediyl-2,3-dithio)ethylenedioxotetrathiafulvalene；DOEO；5-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dioxin-2-ylidene)-10,13-dioxa-2,4,6,8-tetrathiatricyclo[7.4.0.03,7]tridec-3(7)-ene；5-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dioxin-2-ylidene)-10,13-dioxa-2,4,6,8-tetrathiatricyclo[7.4.0.03,7]tridec-3(7)-ene
• CAS: 352223-03-1
• 化学式: C₁₂H₁₀O₄S₆
• 分子量: 410.605
• InChiKey: OEWCDFZVGVORCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  189
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (1,4-dioxane-2,3-diyldithio)ethylenedioxotetrathiafulvalene 在 四丁基硫酸氢铵 、 水 作用下， 以 乙醇 、 氯苯 为溶剂， 生成
  参考文献：
  名称：

  DOEO 盐中的晶格变换和结构紊乱引起的金属-绝缘体相互作用

  摘要：

  三种盐，β-DOEONO(H2O) (I)、β"-DOEONO(H2O) (II) 和 β"-DOEOHSO(H2O) (III)，已被合成并通过四探针电导率测量表征室温低至 4.2 K 并在室温和 100 K 下进行 X 射线单晶分析。盐 I 显示低于室温的介电特性，盐 II 和 III 是稳定的金属。I-III 中的 DOEO 分子被填充到沿 ab 平面扩展的有机（导电）层中。II 和 III 中的层堆积在沿分子长轴的投影中是相同的，并且是 β" 型，但在垂直方向上有明显的不同。盐 I 和 II 不是同构的，但它们的结构非常相似。然而，II 和 III 的电子结构非常相似，这导致 II 和 III 的电导率在数量上具有可比性。II 和 III 的上带是 1/4 填充的，而强烈的二聚化和带分裂导致 I 上带的有效 1/2 填充，这为前者预先确定了稳定的金属性质，并在后者。I 的超结构是在室温下形成的。通过扩展的

  DOI：

  10.1002/ejic.201402350

文献信息

• Optical properties of the conducting salt (DOEO)4HgBr4·TCE
  作者：A. Łapiński、A.I. Kotov

  DOI：10.1016/j.chemphys.2006.03.018

  日期：2006.8

  A new charge transfer (DOEO)(4)HgBr4 (.) TCE salt based on [(1,4-dioxane-diyl-2,3-ditio)ethylenedioxytetrathiafulvalene] (DOEO) and [HgBr4](2-) anion was synthesized and characterized by spectral analysis. The structure consists of alternating organic and inorganic layers. The inorganic layers are formed by [HgBr4](2-) anions and 1,1,2-trichloroethan (TCE) solvent molecules. The organic layers are built of dimerized DOEO stacks. Polarized reflectance (from 500 to 18,000 cm(-1)) and Raman spectra of single crystals were studied down to the liquid helium temperature. An electronic dispersion in IR spectra was analyzed in terms of the Lorentz model and optical transport parameters were determined. The proposed assignment of vibrational features of (DOEO)(4)HgBr4 (.) TCE salt was based on ab initio calculations of the normal modes of DOEO0, DOEO+, and TCE molecules. The analysis of the spectra in terms of the isolated dimer model yields reliable estimates of DOEO electron molecular vibration (e-mv) coupling constants. (c) 2006 Elsevier B.V. All rights reserved.
• The radical-cation salt (DOEO)4[HgBr4] · TCE: Synthesis, structure and conductivity
  作者：A. A. Bardin、A. I. Kotov、S. S. Khasanov、G. V. Shilov、L. I. Buravov、L. Ochab、E. B. Yagubskii

  DOI：10.1134/s1070328406020023

  日期：2006.2

  Crystals of a new radical-cation salt (DOEO)(4)[HgBr4] center dot TCE (I) (DOEO = (1,4-dioxanediyl-2.3-dithio)ethylenedioxotetrathiafulvalene, TCE = 1,1,2-trichloroethane) were synthesized by electrocrystallization method at constant current (i = 5 x 10(-6) A/cm(2)). Crystal structure was studied at room (293 K) and low (30 K) temperatures and was found to consist of the radical-cation layers alternating along the z-axis with tetrahedral Hg Br-4(2-) anions and TCE molecules. The anion is disordered over three positions at room and over two positions at low temperatures with occupancy factors 87, 11, 2 and 98, 2%, respectively. The poorly occupied positions of the anion are overlapped with positions of the TCE molecule disordered over two equally occupied positions. The DOEO ethylene groups disordered at 293 K were found ordered at 30 K. The conductivity off exhibits the following peculiarity: in a temperature interval of 120-140 K, the temperature dependence of resistivity has a pronounced maximum.
• Metal–Insulator Interplays Rendered by Lattice Transformations and Structural Disorder in DOEO Salts
  作者：Andrey A. Bardin、Alexander I. Kotov、Lev I. Buravov、Salavat S. Khasanov、Rimma P. Shibaeva

  DOI：10.1002/ejic.201402350

  日期：2014.8

  significantly, leaving the 2D conduction system intact and the Fermi surface with enough curvature to be stable against nesting effects. The DOEO terminal ethylene groups are strongly disordered in I with position occupancies (PO) of 0.6/0.4, less disordered in III (PO: 0.8/0.2), and fully ordered in II at room temperature. All these factors together with the very large value of the dimensionless ratio

  三种盐，β-DOEONO(H2O) (I)、β"-DOEONO(H2O) (II) 和 β"-DOEOHSO(H2O) (III)，已被合成并通过四探针电导率测量表征室温低至 4.2 K 并在室温和 100 K 下进行 X 射线单晶分析。盐 I 显示低于室温的介电特性，盐 II 和 III 是稳定的金属。I-III 中的 DOEO 分子被填充到沿 ab 平面扩展的有机（导电）层中。II 和 III 中的层堆积在沿分子长轴的投影中是相同的，并且是 β" 型，但在垂直方向上有明显的不同。盐 I 和 II 不是同构的，但它们的结构非常相似。然而，II 和 III 的电子结构非常相似，这导致 II 和 III 的电导率在数量上具有可比性。II 和 III 的上带是 1/4 填充的，而强烈的二聚化和带分裂导致 I 上带的有效 1/2 填充，这为前者预先确定了稳定的金属性质，并在后者。I 的超结构是在室温下形成的。通过扩展的