1-cyclopropylmethyl-3,5-diphenyl-1H-1,2,4-triazole

• 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-cyclopropylmethyl-3,5-diphenyl-1H-1,2,4-triazole
• 英文别名: 1-(Cyclopropylmethyl)-3,5-diphenyl-1,2,4-triazole
• 化学式: C₁₈H₁₇N₃
• 分子量: 275.353
• InChiKey: AZUGGAWLONCYIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  3,5-二(苯基)-1H-1,2,4-三唑 、 cyclobutylmethyl 4-methylbenzenesulfonate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以64%的产率得到1-cyclopropylmethyl-3,5-diphenyl-1H-1,2,4-triazole
  参考文献：
  名称：

  Thermolysis of Triazoles as Melts − Is the 3,5-Diphenyl-1,2,4-triazole Group a Good Leaving Group?

  摘要：

  The mechanism of the rearrangement of 4-alkyltriazoles to the corresponding 1-alkyltriazoles on thermolysis at 330 degreesC is shown to involve initial formation of an intermediate 1,4-dialkyltriazolium triazolate salt. The triazolate ion subsequently attacks at the alkyl group bearing 1- and 4-positions of the dialkyltriazolium ion, yielding the observed products. No evidence for unimolecular reaction steps has been found. The triazole moiety in these compounds is only a weak leaving group, which requires activation by alkylation. Unimolecular reaction steps never take place, neither from neutral triazole species nor from activated dialkyl-substituted triazolium species.

  DOI：

  10.1002/1099-0690(200011)2000:22<3749::aid-ejoc3749>3.0.co;2-x