bis(1,5-diphenylformazan-3-yl) disulfide | 25210-27-9

• 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: bis(1,5-diphenylformazan-3-yl) disulfide
• 英文别名: (N'-anilino-N-phenyliminocarbamimidoyl)sulfanyl N'-anilino-N-phenyliminocarbamimidothioate
• CAS: 25210-27-9
• 化学式: C₂₆H₂₂N₈S₂
• 分子量: 510.646
• InChiKey: YMVAGORXABRARL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  149
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(1,5-diphenylformazan-3-yl) disulfide 生成 2,3-diphenyl-2,3-dihydrotetrazolium-5-thiolate 、 双硫腙
  参考文献：
  名称：

  Chemical and electrochemical oxidation and reduction of dithizone

  摘要：

  A non-aqueous electrochemical study of dithizone, H(2)Dz, 1, is compared with the chemical oxidation and reduction profile of this versatile ligand. Chemical oxidation of 1 by 12 initially leads to an isolatable disulfide-bridged species, (HDz)(2), 2(2), but ultimately monomeric dehydrodithizone. Dz, 3, is formed. Electrochemically, in CH2Cl2/0.1 mol dm(-3) [N(Bu-n)(4)][B(C6F5)(4)], two oxidation processes are observed for 1. Evidence of the electrochemical formation of the dimer 2(2) was found, but on a CV timescale the fully oxidized species, 2(2) (oxidized), did not convert to the chemically stable species 3. Regeneration of 1 during an irreversible electrochemical reduction of the electrochemically generated fully oxidized species, 2(2) (oxidized), was detected. Two further one-electron electrochemical irreversible reduction steps were also identified to ultimately generate H3Dz-, 8, one of the synthetic precursors to 1. In contrast, resolution and identification of the electron transfer steps of 1 in both dimethylsulfoxide, DMSO, or in CH2Cl2/0.1 mol dm(-3) [N('' Bu)(4)][PF6] were hampered by solvation and ion paring of [PF6](-) especially with the oxidized species of 1. A metathesis of water-soluble potassium dithizonate, KHDz, 4b, led to lipophilic [N(Bu-n)(4)][HDz], 4c. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.02.009
• 作为产物：
  描述：

  双硫腙 在 碘 作用下， 以 氯仿 为溶剂， 生成 bis(1,5-diphenylformazan-3-yl) disulfide
  参考文献：
  名称：

  双硫zone在金属电极上的吸附。2.拉曼光谱电化学研究银电极上施加电势的影响

  摘要：

  DOI：

  10.1021/j150603a008