1-(1-methylethenyl)-3-(trifluoromethyl)-5-pentyl-1,2,4-triazole | 143681-65-6

• 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-methylethenyl)-3-(trifluoromethyl)-5-pentyl-1,2,4-triazole
• 英文别名: 5-Pentyl-1-prop-1-en-2-yl-3-(trifluoromethyl)-1,2,4-triazole
• CAS: 143681-65-6
• 化学式: C₁₁H₁₆F₃N₃
• 分子量: 247.263
• InChiKey: OTJXDQLYGPETFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ClC(CF3)N(n-C6H13) 在 次氯酸叔丁酯 、 一水合肼 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 32.0h， 生成 1-(1-methylethenyl)-3-(trifluoromethyl)-5-pentyl-1,2,4-triazole
  参考文献：
  名称：

  N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides as synthetic blocks for trifluoromethylated nitrogen heterocycles: syntheses and oxidative cyclizations

  摘要：

  N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides have been prepared and allowed to react with tert-butyl hypochlorite in CH2Cl2. N-Aryl-, N-alkyl-, and N-(methoxycarbonyl)amidrazones 2-4 undergo three types of cyclizations via the initially formed N-chloro intermediates leading to 3-(trifluoromethyl)-1,2,4-benzotriazines, 5, 3-(trifluoromethyl)-5-alkyltriazoles 8 and 9, and 3-chloro-3-(trifluoromethyl)-4-N-(methoxycarbonyl)-5,5-dimethyltriazoline (11), respectively. Reaction mechanisms for the cyclizations are discussed.

  DOI：

  10.1021/jo00048a042

文献信息

• N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides as synthetic blocks for trifluoromethylated nitrogen heterocycles: syntheses and oxidative cyclizations
  作者：Kenji Uneyama、Kouji Sugimoto

  DOI：10.1021/jo00048a042

  日期：1992.10

  N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides have been prepared and allowed to react with tert-butyl hypochlorite in CH2Cl2. N-Aryl-, N-alkyl-, and N-(methoxycarbonyl)amidrazones 2-4 undergo three types of cyclizations via the initially formed N-chloro intermediates leading to 3-(trifluoromethyl)-1,2,4-benzotriazines, 5, 3-(trifluoromethyl)-5-alkyltriazoles 8 and 9, and 3-chloro-3-(trifluoromethyl)-4-N-(methoxycarbonyl)-5,5-dimethyltriazoline (11), respectively. Reaction mechanisms for the cyclizations are discussed.