tris(4-chlorophenyl)trithioarsenite | 39936-95-3

• 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: tris(4-chlorophenyl)trithioarsenite
• 英文别名: Tris[(4-chlorophenyl)sulfanyl]arsane
• CAS: 39936-95-3
• 化学式: C₁₈H₁₂AsCl₃S₃
• 分子量: 505.772
• InChiKey: VEARGOACCKJESY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.31
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯苯硫酚 在 arsenic(III) trioxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以85%的产率得到tris(4-chlorophenyl)trithioarsenite
  参考文献：
  名称：

  The Autoxidation of Triaryl Trithioarsenites, (ArS)₃As: Evidence for Binding and Activation of Triplet Dioxygen by Arsenic(III)

  摘要：

  Triaryl trithioarsenites, (ArS)(3)As, are oxidized by air to As2O3 and ArSSAr. In two cases the parent "thiol" (pyrid-2-thione and 1-hydroxypyrid-2-thione) is coproduced. The oxidation, in nonprotic solvents, is favored by electron-withdrawing groups at the para position of the phenyl group. The products obtained in nonprotic solvents were rationalized by assuming that the binding of the triplet dioxygen to arsenic(III) gives a triplet diradical, (ArS)(3)As-O-O, or an arsenadioxirane, (ArS)(3)As(O-2), intermediate, which decomposes after nucleophilic attack by another (ArS)(3)As molecule. In protic solvents a zwitterion, (ArS)(3)As+-O-O-, and in the presence of moisture a hydroperoxy arsenic(V) compound, (ArS)(3)As(OH)-O-OH, may be intermediates in the air oxidation of some aromatic trithioarsenites. These data tend to indicate that arsenic(III) bound to suitable groups can directly bind dioxygen, a property which may have implications in chemotherapy and carcinogenesis.

  DOI：

  10.1080/104265091000589

文献信息

• The Autoxidation of Triaryl Trithioarsenites, (ArS)₃As: Evidence for Binding and Activation of Triplet Dioxygen by Arsenic(III)
  作者：Maria N. Haikou、Panayiotis V. Ioannou

  DOI：10.1080/104265091000589

  日期：2006.2

  Triaryl trithioarsenites, (ArS)(3)As, are oxidized by air to As2O3 and ArSSAr. In two cases the parent "thiol" (pyrid-2-thione and 1-hydroxypyrid-2-thione) is coproduced. The oxidation, in nonprotic solvents, is favored by electron-withdrawing groups at the para position of the phenyl group. The products obtained in nonprotic solvents were rationalized by assuming that the binding of the triplet dioxygen to arsenic(III) gives a triplet diradical, (ArS)(3)As-O-O, or an arsenadioxirane, (ArS)(3)As(O-2), intermediate, which decomposes after nucleophilic attack by another (ArS)(3)As molecule. In protic solvents a zwitterion, (ArS)(3)As+-O-O-, and in the presence of moisture a hydroperoxy arsenic(V) compound, (ArS)(3)As(OH)-O-OH, may be intermediates in the air oxidation of some aromatic trithioarsenites. These data tend to indicate that arsenic(III) bound to suitable groups can directly bind dioxygen, a property which may have implications in chemotherapy and carcinogenesis.