3,4-diphenyl-1,2,5-thiadiazole 1-monoxide

• 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: 3,4-diphenyl-1,2,5-thiadiazole 1-monoxide
• 英文别名: 3,4-diphenyl-1,2,5-thiadiazole 1-oxide
• 化学式: C₁₄H₁₀N₂OS
• 分子量: 254.312
• InChiKey: IFRIPCMPCHRUKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-diphenyl-1,2,5-thiadiazole 1-monoxide 以 乙腈 为溶剂， 以50%的产率得到3,4-diphenyl-1,2,5-thiadiazole
  参考文献：
  名称：

  Unexpected production of 2,4,6-triphenyl-1,3,5-triazine in the electroreduction of 3,4-diphenyl-1,2,5-thiadiazole 1-oxide. Theoretical estimation of reactive sites for 1-oxide and 1,1-dioxide 1,2,5-thiadiazoles

  摘要：

  3,4-Diphenyl-1,2,5-thiadiazole 1-oxide (1a) in acetonitrile solution is electroreduced to 2,4,6-triphenyl-1,3,5-triazine and 3,4-diphenyl-1,2,5-thiadiazole. This behavior is very different from that of similar compounds with other oxidation states of the heterocyclic sulfur atom, such as the 1,1-dioxide derivative (2) and the aromatic 3,4-diphenyl thiadiazole parent ring. The Fukui functions were calculated for 1a and 2 to estimate their reactivity, compare their reactive site, and rationalize the divergent electrochemical properties of 1a. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00449-4