2,3,7,8-tetramethoxythianthrene | 41079-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二硫类化合物
• 英文名称: 2,3,7,8-tetramethoxythianthrene
• CAS: 41079-73-6
• 化学式: C₁₆H₁₆O₄S₂
• 分子量: 336.433
• InChiKey: JAEJQQGDBQVUAP-UHFFFAOYSA-N

物化性质

• 熔点：
  176 °C
• 沸点：
  483.9±45.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,7,8-tetramethoxythianthrene 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 2,3,6,7-tetramethoxythianthren-radikalkation tribromid
  参考文献：
  名称：

  EINKRISTALL-MOLEKÜLSTRUKTUREN 107^1.2: STRUKTURÄNDERUNGEN VON THIANTHREN, 2,3,6,7-TETRAMETHOXYTHIANTHREN UND 2,3,6,7-TETRAMETHOXYSELENANTHREN BEI KOMPLEXBILDUNG MIT ELEKTRONENAKZEPTOREN SOWIE BEI EINELEKTRONENOXIDATION ZU DEN RADIKALKATIONEN

  摘要：

  Information on structural changes due to partial and full one-electron transfer is obtained by comparing the single crystal structures of both donor/acceptor complexes of thianthrene and selenanthrene derivatives with those of their radical cation salts: The single crystal structures of {thianthrene ... pyromelliticdianhydride}, {2,3,6,7-tetramethoxythianthrene ... 1,2,4,5-tetracyanobenzene} and 2,3,6,7-tetramethoxyselenanthrene ... 1,2,4,5-tetracyanobenzene} do not exhibit any significant differences relative to that of their components. On the contrary, in the corresponding radical cation salts [2,3,6,7-tetramethoxythianthrene(.+)][Br-3(-)] as well as [2,3,6,7-tetramethoxyselenanthrene(.+)][I-3(-)] severe structural changes are observed such as the flattening of the molecular skeletons or beginning cyanine distortions along the chains H3CO-C-3-X-C-3-OCH3. Accompanying UV/VIS measurements of solutions containing both donor and acceptor prove long-wavelengths charge transfer bands with drastically reduced excitation energies relative to that of the separated molecules. Therefore, in the ground state of the donor/acceptor complexes between electron-rich sulfur donors and suitable accepters, only an almost negligible charge transfer occurs. The weak interactions in the van der Waals complexes can be rationalized by correlation of the respective orbital diagrams with the crystal lattice arrangements determined experimentally. Altogether, prospects for new materials are provided.

  DOI：

  10.1080/10426509608037954
• 作为产物：
  描述：

  3,4-二甲氧基苯磺酰氯 在 水 、 锌 作用下， 生成 2,3,7,8-tetramethoxythianthrene
  参考文献：
  名称：

  Vinkler; Szabo, 1949, vol. 4, p. 708

  摘要：

  DOI：

文献信息

• Antioxidant Activity of the Fused Heterocyclic Compounds, 2,3,7,8-Thianthrenetetrols
  作者：Tomihiro Nishiyama、Toshifumi Taira、Toshio Kagimasa、Tatsuo Yamamura、Fukiko Yamada

  DOI：10.1246/bcsj.67.2333

  日期：1994.8

  The antioxidant activities of thianthrene-2,3,7,8-tetrols were evaluated with an oxygen-absorption method at 60 °C for tetralin. Its antioxidant activities were 4.2—6.6 times the activity of α-tocopherol.

  噻二氢茚-2,3,7,8-四醇的抗氧化活性通过在60°C下使用氧气吸收法进行评估。其抗氧化活性是α-生育酚活性的4.2—6.6倍。
• ELECTROCHROMIC COMPOUNDS WITH IMPROVED COLOR STABILITY IN THEIR RADICAL STATES
  申请人：Gentex Corporation

  公开号：US20160229803A1

  公开（公告）日：2016-08-11

  The invention relates to an electrochromic device and uses thereof, wherein the electrochromic device includes an electrochromic compound with reduced intermolecular interactions resulting in uncontrolled color changes represented by Formula (I):

  该发明涉及一种电致色变装置及其使用，其中所述电致色变装置包括一种电致色变化合物，其减少了分子间相互作用，导致由式(I)表示的不受控制的颜色变化。
• A Tubular Belt and a Möbius Strip with Dynamic Joints: Synthesis, Structure, and Host–Guest Chemistry
  作者：Jun Yuan、Yunyi Song、Xia Li、Jialin Xie、Shengyi Dong、Kelong Zhu

  DOI：10.1021/acs.orglett.1c03781

  日期：2021.12.17

  Two unprecedented isomeric macrocycles, a tubular belt and a Möbius strip, with thianthrene joints have been constructed through a one-step cyclization reaction. Both structures are fully characterized by NMR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction. A complexation study reveals that the tubular belt is a container for electron deficient guests. The Möbius strip exhibits

  通过一步环化反应构建了两个前所未有的异构大环，一个管状带和一个莫比乌斯带，带有噻蒽接头。两种结构均通过 NMR 光谱、质谱和单晶 X 射线衍射进行了充分表征。一项络合研究表明，管状带是缺电子客人的容器。莫比乌斯带表现出扭曲迁移动力学，可以通过钠离子进行调节。它们的简便合成、独特的结构和多样化的主客体化学丰富了带化学。
• ELECTROCHROMIC COMPOUNDS AND DEVICES
  申请人：Gentex Corporation

  公开号：US20200379309A1

  公开（公告）日：2020-12-03

  An electro-optic element includes a first substrate defining first and second surfaces and a second substrate defining third and fourth surfaces. A first electrically conductive layer is disposed on the second surface and a second electrically conductive layer is disposed on the third surface. An electrochromic medium is disposed in a cavity between the first and second substrates, the electrochromic medium including an anodic component and a cathodic component. At least the anodic component is configured to reversibly attenuate transmittance of light having a wavelength within a predetermined wavelength range when in an electrochemically activated state. The anodic component includes a substituted ketal phenazine compound.

  一种电光元件，包括一个定义第一和第二表面的第一基板和一个定义第三和第四表面的第二基板。第二表面上放置了第一电导层，第三表面上放置了第二电导层。在第一和第二基板之间的空腔中放置了一种电致色介质，该电致色介质包括阳极成分和阴极成分。至少阳极成分在电化学激活状态下被配置为可逆地衰减具有预定波长范围内的光的透过率。阳极成分包括一种取代的糖基苯并噻吩化合物。
• Kinetics and mechanisms of the reactions of the electrogenerated tetramethoxythianthrene cation radical and dication with methanol and pyridine derivatives in acetonitrile
  作者：Munetaka Oyama†、Teruo Sasaki、Satoshi Okazaki

  DOI：10.1039/b007497g

  日期：——

  reactivity between cation radicals and dications, the kinetics and mechanisms were analysed in detail for the reactions of the electrogenerated 2,3,7,8-tetramethoxythianthrene cation radical (TMT˙+) and of the dication (TMT2+) with methanol and pyridine derivatives by using a pulse-electrolysis stopped-flow method. From the rate law determined for each reaction, the reaction mechanisms were elucidated

  为了澄清之间的反应性差异 阳离子 自由基和指示，详细分析了电生成的2,3,7,8-四甲氧基噻吨的反应动力学和机理 阳离子根（TMT˙ +）和指示（TMT 2+）具有甲醇 和 吡啶通过使用脉冲电解停止流方法获得衍生物。从针对每个反应确定的速率定律，阐明了反应机理，尽管它们根据反应中的对而不同。TMT +的反应通过多步反应进行，包括另一种TMT +的电子转移，从而在速率确定步骤（rds）之前生成TMT。相反，在TMT 2+的反应中，发现rds是反应的第一步或第二步。即不稳定的阳离子中间体似乎是直接形成的，而不是通过电子转移形成的。除了在指示状态下存在过量电荷外，TMT 2+容易被rds访问，这似乎也解释了TMT 2+的高反应活性。观察亲核试剂的反应机理的差异也可以通过观察吡啶 反应的衍生物。