4-(trimethylsilylethynyl)-1-octyl-1H-1,2,3-triazole | 1204428-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(trimethylsilylethynyl)-1-octyl-1H-1,2,3-triazole
• 英文别名: Trimethyl-[2-(1-octyltriazol-4-yl)ethynyl]silane；trimethyl-[2-(1-octyltriazol-4-yl)ethynyl]silane
• CAS: 1204428-92-1
• 化学式: C₁₅H₂₇N₃Si
• 分子量: 277.485
• InChiKey: QMRLPPBONSAFTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenylpropyl azide 、 4-(trimethylsilylethynyl)-1-octyl-1H-1,2,3-triazole 在 copper(l) iodide 、 五甲基二乙烯三胺 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到1-octyl-1'-(3-phenylpropyl)-1H,1'H-4,4'-bi-1,2,3-triazole
  参考文献：
  名称：

  An easy access to unsymmetrically substituted 4,4′-bi-1,2,3-triazoles

  摘要：

  A convenient synthesis of 4-alkynyl-1,2,3-triazoles and novel unsymmetrically substituted 4,4'-bi-1,2,3-triazole derivatives has been devised starting from easily available 1-trimethylsilyi-1,3-butadiyne. The starting compound was reacted with several azides, leading to 4-(silylalkynyl)-1,2,3-triazoles, which were easily transformed into 4-arylalkynyl-1,2,3-triazoles by a Pd catalyzed coupling reaction with aryl halides, or into novel 4,4'-bi-1,2,3-triazole derivatives by a subsequent cyclization reaction with azides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.078
• 作为产物：
  描述：

  (Trimethylsilyl)butadiyne 、 1-azidooctane 在 copper(II) acetate monohydrate 作用下， 以 水 为溶剂， 以80%的产率得到4-(trimethylsilylethynyl)-1-octyl-1H-1,2,3-triazole
  参考文献：
  名称：

  An easy access to unsymmetrically substituted 4,4′-bi-1,2,3-triazoles

  摘要：

  A convenient synthesis of 4-alkynyl-1,2,3-triazoles and novel unsymmetrically substituted 4,4'-bi-1,2,3-triazole derivatives has been devised starting from easily available 1-trimethylsilyi-1,3-butadiyne. The starting compound was reacted with several azides, leading to 4-(silylalkynyl)-1,2,3-triazoles, which were easily transformed into 4-arylalkynyl-1,2,3-triazoles by a Pd catalyzed coupling reaction with aryl halides, or into novel 4,4'-bi-1,2,3-triazole derivatives by a subsequent cyclization reaction with azides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.078