5-(乙酰氨基)-1,3,4-噻二唑-2-磺酸 | 827026-60-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 5-(乙酰氨基)-1,3,4-噻二唑-2-磺酸
• 中文别名: 5-乙酰氨基-1,3,4-噻二唑
• 英文名称: 2-acetylamino-5-sulfo-1,3,4-thiadiazole
• 英文别名: 5-Acetamido-1,3,4-thiadiazole-2-sulfonic acid
• CAS: 827026-60-8
• 化学式: C₄H₅N₃O₄S₂
• 分子量: 223.233
• InChiKey: YLYWNBBQDHCLJL-UHFFFAOYSA-N

物化性质

• 熔点：
  282-283 °C(Solv: water (7732-18-5))
• 密度：
  1.841±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（轻微）、甲醇（轻微、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  146
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P501
• 危险性描述：
  H302,H312,H332

反应信息

• 作为产物：
  描述：

  2-乙酰氨基-5-巯基-1,3,4-噻二唑 在 盐酸 、 双氧水 、 溶剂黄146 作用下， 反应 2.0h， 以53%的产率得到5-(乙酰氨基)-1,3,4-噻二唑-2-磺酸
  参考文献：
  名称：

  GIAO/DFT ¹³C NMR Chemical Shifts of 1,3,4-Thiadiazoles

  摘要：

  H-1, C-13 and N-15 NMR spectra of 2-acetylamino-1,3,4-thiadiazole and its 5-substituted derivatives have been measured and assigned based on reference data, as well as homo- and heteronuclear 2 D NMR experiments. In addition, the GIAO/DFT approach at the B3LYP level of theory using the 6-311G basis set was used to calculate the C-13 NMR chemical shifts. Although this method gives reliable results for 2-arylhydrazones of 1,3-diphenylpropanetrione, 2-phenacylpyridines, (Z)-2-(2-hydroxy-2-phenylvinyl)pyridines, 4-fluoroanilines, (1Z,3Z)-1,4-di(pyridin-2-yl)buta-1,3-dienediols and their tautomeric forms, the calculated chemical shifts for the 1,3,4-thiadiazoles studied are less satisfactory. Presence of the sulfur atom(s) seems to be responsible for such behavior.

  DOI：

  10.1080/10426500701407755

文献信息

• GIAO/DFT ¹³C NMR Chemical Shifts of 1,3,4-Thiadiazoles
  作者：Hossein Loghmani-Khouzani、Teresa Rauckyte、Borys Ośmiałowski、Ryszard Gawinecki、Erkki Kolehmainen

  DOI：10.1080/10426500701407755

  日期：2007.7.19

  H-1, C-13 and N-15 NMR spectra of 2-acetylamino-1,3,4-thiadiazole and its 5-substituted derivatives have been measured and assigned based on reference data, as well as homo- and heteronuclear 2 D NMR experiments. In addition, the GIAO/DFT approach at the B3LYP level of theory using the 6-311G basis set was used to calculate the C-13 NMR chemical shifts. Although this method gives reliable results for 2-arylhydrazones of 1,3-diphenylpropanetrione, 2-phenacylpyridines, (Z)-2-(2-hydroxy-2-phenylvinyl)pyridines, 4-fluoroanilines, (1Z,3Z)-1,4-di(pyridin-2-yl)buta-1,3-dienediols and their tautomeric forms, the calculated chemical shifts for the 1,3,4-thiadiazoles studied are less satisfactory. Presence of the sulfur atom(s) seems to be responsible for such behavior.