| 1521199-33-6

• 分子结构分类: 有机化合物 - 苯类化合物
• CAS: 1521199-33-6
• 化学式: C₆H₃N₂OS₄
• 分子量: 247.367
• InChiKey: FLXWVLGHSJIGKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲氧基-间苯二胺 在 氯化亚砜 、 双(四甲基环戊二烯)铁 、 sodiumsulfide nonahydrate 、 溴 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Supramolecular architecture, crystal structure and transport properties of the prototypal oxobenzene-bridged bisdithiazolyl radical conductor

  摘要：

  超分子 CH⋯π 相互作用导致氧苯桥接双二噻唑 1a 结构中原本共面的带状自由基阵列发生褶皱。这种材料的电导率σ(300 K) = 6 × 10-3 S cm-1 (Eact = 0.16 eV)，在 4 K 以下具有反铁磁性。在 1 kOe 以上的外加磁场中，该材料显示出元磁性。

  DOI：

  10.1039/c3cc46686h

文献信息

• Pressure Induced Phase Transitions and Metallization of a Neutral Radical Conductor
  作者：Joanne W. L. Wong、Aaron Mailman、Kristina Lekin、Stephen M. Winter、Wenjun Yong、Jianbao Zhao、Subrahmanyam V. Garimella、John S. Tse、Richard A. Secco、Serge Desgreniers、Yasuo Ohishi、Ferenc Borondics、Richard T. Oakley

  DOI：10.1021/ja411057x

  日期：2014.1.22

  The crystal structure and charge transport properties of the prototypal oxobenzene-bridged 1,2,3-bisdithiazolyl radical conductor 3a are strongly dependent on pressure. Compression of the as-crystallized alpha-phase, space group Fdd2, to 3-4 GPa leads to its conversion into a second or beta-phase, in which F-centering is lost. The space group symmetry is lowered to Pbn2(1), and there is concomitant halving of the a and b axes. A third or gamma-phase, also space group Pbn2(1), is generated by further compression to 8 GPa. The changes in packing that accompany both phase transitions are associated with an "ironing out" of the ruffled ribbon-like architecture of the alpha-phase, so that consecutive radicals along the ribbons are rendered more nearly coplanar. In the beta-phase the planar ribbons are propagated along the b-glides, while in the gamma-phase they follow the n-glides. At ambient pressure 3a is a Mott insulator, displaying high but activated conductivity, with sigma(300 K) = 6 x 10(-3) S cm(-1) and E-act = 0.16 eV. With compression beyond 4 GPa, its conductivity is increased by 3 orders of magnitude, and the thermal activation energy is reduced to zero, heralding the formation of a metallic state. High pressure infrared absorption and reflectivity measurements are consistent with closure of the Mott-Hubbard gap near 4-5 GPa. The results are discussed in the light of DFT calculations on the molecular and band electronic structure of 3a. The presence of a low-lying LUMO in 3a gives rise to high electron affinity which, in turn, creates an electronically much softer radical with a low onsite Coulomb potential U. In addition; considerable crystal orbital (SOMO/LUMO) mixing occurs upon pressurization, so that a metallic state is readily achieved at relatively low applied pressure.