1-(1-甲基环己基)-1H-1,2,4-三唑 | 1007564-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(1-甲基环己基)-1H-1,2,4-三唑
• 英文名称: 1-(1-methylcyclohexyl)-1H-1,2,4-triazole
• 英文别名: 1-(1-Methylcyclohexyl)-1,2,4-triazole
• CAS: 1007564-55-7
• 化学式: C₉H₁₅N₃
• 分子量: 165.238
• InChiKey: LFGCZFULKYDFDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1H-1,2,4-三唑 、 3-甲基-1-环己烯 在 苯甲酸甲酯 、 三氟甲磺酸 作用下， 以 乙酸乙酯 为溶剂， 以68%的产率得到1-(1-甲基环己基)-1H-1,2,4-三唑
  参考文献：
  名称：

  Intermolecular Hydroaminations via Strained (E)-Cycloalkenes

  摘要：

  [GRAPHICS]A photoinduced procedure for the intermolecular hydroamination of alkenes using azoles is described. This reaction occurs in modest to good yield for 6- and 7-membered cyclic alkenes. Upon irradiation at 254 nm in the presence of methyl benzoate and a small amount of triflic acid as an additive (20 mol %), imidazoles, pyrazoles, triazoles, and tetrazole can react with the alkene to afford complex Markovnikov adducts. The proposed mechanism involves photoisomerization to generate highly strained (E)-cycloalkene intermediates and (E)-cycloalkene protonation followed by reaction with the azole nucleophile. Alkene isomerization was found to be a competing side reaction under these conditions.

  DOI：

  10.1021/jo701985w

文献信息

• Intermolecular Hydroaminations via Strained (<i>E</i>)-Cycloalkenes
  作者：Joseph Moran、Pamela H. Cebrowski、André M. Beauchemin

  DOI：10.1021/jo701985w

  日期：2008.2.1

  [GRAPHICS]A photoinduced procedure for the intermolecular hydroamination of alkenes using azoles is described. This reaction occurs in modest to good yield for 6- and 7-membered cyclic alkenes. Upon irradiation at 254 nm in the presence of methyl benzoate and a small amount of triflic acid as an additive (20 mol %), imidazoles, pyrazoles, triazoles, and tetrazole can react with the alkene to afford complex Markovnikov adducts. The proposed mechanism involves photoisomerization to generate highly strained (E)-cycloalkene intermediates and (E)-cycloalkene protonation followed by reaction with the azole nucleophile. Alkene isomerization was found to be a competing side reaction under these conditions.