1,2,5-phenanthro[c]thiadiazole-1-oxide | 18054-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1,2,5-phenanthro[c]thiadiazole-1-oxide
• 英文别名: PhenSO；phenanthro[9,10-c][1,2,5]thiadiazole 2-oxide；Phenanthro<9,10-c>-1,2,5-thiadiazol-1-oxid；Phenanthro[9,10-c][1,2,5]thiadiazole 2-oxide；phenanthro[9,10-c][1,2,5]thiadiazole 2-oxide
• CAS: 18054-60-9
• 化学式: C₁₄H₈N₂OS
• 分子量: 252.296
• InChiKey: CWYJKYZXTOGXAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• 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：

  1,2,5-phenanthro[c]thiadiazole-1-oxide 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到phenanthro[9,10-c][1,2, 5]thiadiazole-2,2-dioxide
  参考文献：
  名称：

  Synthesis of π-Extended Thiadiazole (Oxides) and Their Electronic Properties

  摘要：

  The syntheses of extended thiadiazole, thiadiazole oxide, and thiadiazole dioxide heterocycles are described The electron-accepting heterocycles mere investigated by X-ray crystallography and optical as well as electrochemical measurements and supported by OFT calculations The thiadiazole dioxide heterocycles have reduction potentials of -0.7 V vs ferrocene/ferrocenium, suggesting a viable building block for n-type organic materials

  DOI：

  10.1021/ol1018213
• 作为产物：
  描述：

  N,N'-bis-(trimethylsilyl)-9,10-phenanthrenediimine 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 以44%的产率得到1,2,5-phenanthro[c]thiadiazole-1-oxide
  参考文献：
  名称：

  Synthesis of π-Extended Thiadiazole (Oxides) and Their Electronic Properties

  摘要：

  The syntheses of extended thiadiazole, thiadiazole oxide, and thiadiazole dioxide heterocycles are described The electron-accepting heterocycles mere investigated by X-ray crystallography and optical as well as electrochemical measurements and supported by OFT calculations The thiadiazole dioxide heterocycles have reduction potentials of -0.7 V vs ferrocene/ferrocenium, suggesting a viable building block for n-type organic materials

  DOI：

  10.1021/ol1018213

文献信息

• 3,4-Disubstituted and fused 1,2,5-thiadiazole n-oxides
  作者：Kurt Pilgram

  DOI：10.1021/jo00829a066

  日期：1970.4