1-(1-adamantyl)-4-ethyl-4,5-dihydro-1H-tetrazole-5-thione | 1217900-78-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(1-adamantyl)-4-ethyl-4,5-dihydro-1H-tetrazole-5-thione
• 英文别名: 4-(1-Adamantyl)-1-ethyltetrazole-5-thione；1-(1-adamantyl)-4-ethyltetrazole-5-thione
• CAS: 1217900-78-1
• 化学式: C₁₃H₂₀N₄S
• 分子量: 264.395
• InChiKey: UNZSVWZDKBTEEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  63.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(1-adamantyl)-5-(1-adamantylsulfanyl)-1-ethyltetrazolium hydrosulfate 在 水 作用下， 反应 1.0h， 生成 3-(1-adamantyl)-1-ethyltetrazolium-5-thiolate 、 5-(1-adamantylsulfanyl)-1-ethyl-1H-tetrazole 、 1-(1-adamantyl)-4-ethyl-4,5-dihydro-1H-tetrazole-5-thione
  参考文献：
  名称：

  Adamantylazoles: XII. Alkylation of 1-R-tetrazole-5-thiones and 1-R-tetrazol-5-ones with tertiary alcohols in sulfuric acid

  摘要：

  1-R-Substituted tetrazole-5-thiones reacted with adamantan-1-ol in sulfuric acid to give mesoionic 1-R-3-(1-adamantyl)tetrazolium-5-thiolates, isomeric 1-R-5-(1-adamantylsulfanyl)tetrazoles, 1-R-4-(1-adamantyl) tetrazole-5-thiones, and 1-R-3-(1-adamantyl)-5-(1-adamantylsulfanyl)tetrazolium salts. Adamantylation of 1-R-tetrazol-5-ones under analogous conditions afforded only the corresponding mesoionic 1-R-3-(1-adamantyl)tetrazolium-5-olates. Mesoionic 1-R-3-tert-butyltetrazolium-5-thiolates and 1-R-3-tert-butyltetrazolium-5-olates were obtained by alkylation of the same substrates with tert-butyl alcohol in sulfuric acid.

  DOI：

  10.1134/s1070363209100235