benzene-1,2,4,5-tetra(sulfenyl chloride) | 103088-22-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzene-1,2,4,5-tetra(sulfenyl chloride)
• 英文别名: [2,4,5-Tris(chlorosulfanyl)phenyl] thiohypochlorite
• CAS: 103088-22-8
• 化学式: C₆H₂Cl₄S₄
• 分子量: 344.158
• InChiKey: KNUQGSJSGUBOSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  14
• 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：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzene-1,2,4,5-tetra(sulfenyl chloride) 在 叠氮基三甲基硅烷 、 银 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 benzo-1,2:4,5-bis(1,3,2-dithiazolyl)
  参考文献：
  名称：

  Benzobisdithiazole (BBDT): an electron spin resonance study

  摘要：

  DOI：

  10.1021/ja00243a009
• 作为产物：
  描述：

  四巯基苯 在 氯 作用下， 以 四氯化碳 为溶剂， 以71%的产率得到benzene-1,2,4,5-tetra(sulfenyl chloride)
  参考文献：
  名称：

  The Heterocyclic Diradical Benzo-1,2:4,5-bis(1,3,2-dithiazolyl). Electronic, Molecular and Solid State Structure

  摘要：

  The preparation and purification of the heterocyclic diradical benzo-1,2:4,5-bis(1,3,2-dithiazolyl) (BBDTA) is described. Crystals of BBDTA, grown by fractional sublimation at 120-180 degrees C/10(-3) Torr, are monoclinic, space group P2(1)/c, with a = 4.144(2), b = 9.0344(13), and c = 10.7424(16) Angstrom, beta = 91.11(3)degrees, and Z = 2. The crystal structure consists of discrete, unassociated molecules of BBDTA. The molecules form slipped stacks along the x direction, with the mean molecular plane making an angle of 32.4 degrees to the x axis. The interplanar separation between consecutive molecules along the stacking direction is 3.49 Angstrom. The ESR spectrum of BBDTA is solvent dependent, displaying signals attributable to partially associated materials (not exchange coupled) and to free diradical (exchange coupled). Ab initio molecular orbital calculations suggest a small (ca. 0.5 kcal/mol) separation between the triplet and singlet diradical states. Cyclic voltammetry on BBDTA and the related benzo-1,3,2-dithiazolyl BDTA, coupled with gas phase photoelectron studies on BDTA, establish that both compounds are strong electron donors. Magnetic susceptibility measurements show that BBDTA is essentially diamagnetic up to room temperature; variable temperature single-crystal conductivity measurements;provide a band gap of 0.22 eV. The transport properties are discussed in the light of extended Huckel band structure calculations, which suggest a highly three-dimensional electronic structure for bulk BBDTA in the solid state.

  DOI：

  10.1021/ja9636294