ethyl 5-tetrazolylacetate | 934638-39-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 5-tetrazolylacetate
• 英文别名: ethyl (tetrazol-5-yl)acetate；ethyl 2-(5H-tetrazol-5-yl)acetate
• CAS: 934638-39-8
• 化学式: C₅H₈N₄O₂
• 分子量: 156.144
• InChiKey: ABSLKSPBHYHAJB-UHFFFAOYSA-N

物化性质

• 沸点：
  186.5±32.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  75.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 5-tetrazolylacetate 、 三氟乙酸酐 以 二氯甲烷 为溶剂， 以61%的产率得到ethyl (5-trifluoromethyl-1,3,4-oxadiazol-2-yl)acetate
  参考文献：
  名称：

  Reaction of 5-Substituted tetrazoles with trifluoroacetic anhydride

  摘要：

  5-Substituted tetrazoles readily react with trifluoroacetic anhydride at 20-25 degrees C to give the corresponding 2-substituted 5-trifluoromethyl-1,3,4-oxadiazoles, in contrast to published data according to which the title compounds are converted into 1,3,4-oxadiazole derivatives on heating with carboxylic acid anhydrides or chlorides at 100-120 degrees C. The reaction is governed not only by the rate of acylation of the tetrazole ring and temperature conditions but also by the stability of intermediate N-acyltetrazoles.

  DOI：

  10.1134/s1070428007110218
• 作为产物：
  描述：

  氰乙酸乙酯 在 sodium azide 、 乙醇胺盐酸盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以53%的产率得到ethyl 5-tetrazolylacetate
  参考文献：
  名称：

  Reaction of 5-Substituted tetrazoles with trifluoroacetic anhydride

  摘要：

  5-Substituted tetrazoles readily react with trifluoroacetic anhydride at 20-25 degrees C to give the corresponding 2-substituted 5-trifluoromethyl-1,3,4-oxadiazoles, in contrast to published data according to which the title compounds are converted into 1,3,4-oxadiazole derivatives on heating with carboxylic acid anhydrides or chlorides at 100-120 degrees C. The reaction is governed not only by the rate of acylation of the tetrazole ring and temperature conditions but also by the stability of intermediate N-acyltetrazoles.

  DOI：

  10.1134/s1070428007110218

文献信息

• Buzilova, S. R.; Shul'gina, V. M.; Gareev, G. A., Journal of Organic Chemistry USSR (English Translation), 1984, p. 1636 - 1639
  作者：Buzilova, S. R.、Shul'gina, V. M.、Gareev, G. A.、Kolchina, G. V.、Vereshchagin, L. I.

  DOI：——

  日期：——