3,4-bis(p-chlorobenzoyl)-1,2,5-oxadiazole | 65239-08-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-bis(p-chlorobenzoyl)-1,2,5-oxadiazole
• 英文别名: C,C'-bis-(4-chloro-phenyl)-C,C'-furazan-3,4-diyl-bis-methanone；3,4-bis-(4-chloro-benzoyl)-furazan；1,2,5-Oxadiazole-3,4-diylbis[(4-chlorophenyl)methanone]；[4-(4-chlorobenzoyl)-1,2,5-oxadiazol-3-yl]-(4-chlorophenyl)methanone
• CAS: 65239-08-9
• 化学式: C₁₆H₈Cl₂N₂O₃
• 分子量: 347.157
• InChiKey: GZOXKJKHASNNBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-bis(p-chlorobenzoyl)-1,2,5-oxadiazole 在 PPA 作用下， 以 正丁醇 为溶剂， 反应 48.0h， 生成 12-chloro-7-(p-chlorophenyl)-10-oxo-indeno<1,2-b>-1,2,5-oxadiazolo<3,4-d>pyridine
  参考文献：
  名称：

  10-Hydroxy-7-arylindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines and 7-Aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines— Synthesis, Spectra, and Polymorphism

  摘要：

  The novel dyes 7-aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (4) and 7-aryl-10-hydroxyindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (5) have been prepared from acetophenone derivatives. While compounds (4) exhibit a dark red color, they are only weakly fluorescent Compounds (5) is fluorescent. Of interest is that 10-hydroxy-7-phenylindeno-[1,2-b]-1,2,5-oxadiazolo[3,4-d] pyridine (5a) can take four polymorphic forms in the solid state, of which two are yellow (designated as 5a-Y-1 and 5a-Y-2) and two are red (5a-R-1 and 5a-R-2). Two of them are interconvertible (yellow/red) upon exposure to different solvents. X-Ray crystal structure analysis of 5a-R-2 shows the phenyl ring and the indenooxadiazolopyridine ring to be coplanar.

  DOI：

  10.3987/com-98-s(h)88
• 作为产物：
  描述：

  3,4-bis(4-chlorobenzoyl)-1,2,5-oxadiazole 2-oxide 在 盐酸 、 tin(ll) chloride 作用下， 以 溶剂黄146 为溶剂， 生成 3,4-bis(p-chlorobenzoyl)-1,2,5-oxadiazole
  参考文献：
  名称：

  Tondys,H.; Lange,J., Roczniki Chemii, 1977, vol. 51, p. 1531 - 1536

  摘要：

  DOI：

文献信息

• Tondys,H.; Lange,J., Roczniki Chemii, 1977, vol. 51, p. 1531 - 1536
  作者：Tondys,H.、Lange,J.

  DOI：——

  日期：——
• TONDYS H.; LANGE J., ROCZ. CHEM. <ROCH-AC>, 1977, 51, NO 7-8, 1531-1536
  作者：TONDYS H.、 LANGE J.

  DOI：——

  日期：——
• 10-Hydroxy-7-arylindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines and 7-Aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines— Synthesis, Spectra, and Polymorphism
  作者：Shuntaro Mataka、Hideki Gorohmaru、Thies Thiemann、Tsuyoshi Sawada、Kazufumi Takahashi、Akiyoshi Tori-i

  DOI：10.3987/com-98-s(h)88

  日期：——

  The novel dyes 7-aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (4) and 7-aryl-10-hydroxyindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (5) have been prepared from acetophenone derivatives. While compounds (4) exhibit a dark red color, they are only weakly fluorescent Compounds (5) is fluorescent. Of interest is that 10-hydroxy-7-phenylindeno-[1,2-b]-1,2,5-oxadiazolo[3,4-d] pyridine (5a) can take four polymorphic forms in the solid state, of which two are yellow (designated as 5a-Y-1 and 5a-Y-2) and two are red (5a-R-1 and 5a-R-2). Two of them are interconvertible (yellow/red) upon exposure to different solvents. X-Ray crystal structure analysis of 5a-R-2 shows the phenyl ring and the indenooxadiazolopyridine ring to be coplanar.