5-trichloromethyl-3-undecyl-1,2,4-oxadiazole | 458528-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-trichloromethyl-3-undecyl-1,2,4-oxadiazole
• 英文别名: 5-(Trichloromethyl)-3-undecyl-1,2,4-oxadiazole
• CAS: 458528-30-8
• 化学式: C₁₄H₂₃Cl₃N₂O
• 分子量: 341.708
• InChiKey: XYNLXPQZJWTERM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-trichloromethyl-3-undecyl-1,2,4-oxadiazole 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以0.22 g的产率得到5-amino-3-undecyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Competing Ring-Photoisomerization Pathways in the 1,2,4-Oxadiazole Series. An Unprecedented Ring-Degenerate Photoisomerization

  摘要：

  The irradiation of some 5-alkyl-3-amino-1,2,4-oxadiazoles at lambda = 254 nm in methanol in the presence of triethylamine (TEA) gave ring-photoisomerization both into 2-alkyl-5-amino-1,3,4-oxadiazoles and, unprecedently, into the ring-degenerate 3-alkyl-5-amino-1,2,4-oxadiazoles. The competing ring contraction-ring expansion route and the internal cyclization-isomerization mechanism explain the results.

  DOI：

  10.1021/jo025934f
• 作为产物：
  描述：

  N'-羟基十二烷脒 、 三氯乙酸酐 以 甲苯 为溶剂， 反应 2.0h， 生成 5-trichloromethyl-3-undecyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Competing Ring-Photoisomerization Pathways in the 1,2,4-Oxadiazole Series. An Unprecedented Ring-Degenerate Photoisomerization

  摘要：

  The irradiation of some 5-alkyl-3-amino-1,2,4-oxadiazoles at lambda = 254 nm in methanol in the presence of triethylamine (TEA) gave ring-photoisomerization both into 2-alkyl-5-amino-1,3,4-oxadiazoles and, unprecedently, into the ring-degenerate 3-alkyl-5-amino-1,2,4-oxadiazoles. The competing ring contraction-ring expansion route and the internal cyclization-isomerization mechanism explain the results.

  DOI：

  10.1021/jo025934f