2-(5-methyl-1H-1,2,4-triazol-3-ylsulfanyl)ethanol | 646534-23-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(5-methyl-1H-1,2,4-triazol-3-ylsulfanyl)ethanol
• 英文别名: 2-[(3-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]-1-ethanol；2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanol
• CAS: 646534-23-8
• 化学式: C₅H₉N₃OS
• mdl: MFCD09699155
• 分子量: 159.212
• InChiKey: MDWULDMXKCBNBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯乙醇 、 3-巯基-5-甲基-1,2,4-三氮唑 在 sodium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 3.0h， 以49.4%的产率得到2-(5-methyl-1H-1,2,4-triazol-3-ylsulfanyl)ethanol
  参考文献：
  名称：

  Tautomerism of aza cycles: II. Synthesis and structure of 5-substituted 3-(2-hydroxyethylsulfanyl)-1H-1,2,4-triazoles and their salts. Preference of the 1H,4H-1,2,4-triazolium tautomers

  摘要：

  New complexing agents, potentially tautomeric 3-(2-hydroxyethylsulfanyl)-1H-1,2,4-triazole, its 5-methyl- and 5-phenyl-substituted analogs, and some their salts, were synthesized, and their structure was discussed on the basis of the H-1 and C-13 NMR, IR, and mass spectra, X-ray diffraction data, and published data. In keeping with the rule formulated previously for N-unsubstituted 1,2,4-triazoles having dissimilar substituents, the synthesized compounds were found to exist as 3-(2-hydroxyethylsulfanyl)-5-R-1H-1,2,4-triazole tautomers (3-R-A-5-R-D-1H-1,2,4-triazoly). They are protonated at the nitrogen atom in position 4 of the triazole ring. The H-1 and C-13 NMR spectra of these compounds in trifluoroacetic acid suggest the presence of two forms due to equilibrium between the neutral and protonated species. Analysis of the crystallographic data for the triazolium. salts and published data showed preference of the 1H,4H-1,2,4-triazolium tautomer.

  DOI：

  10.1134/s1070363208030225