1-benzhydryl-3,5-bis(hydroxymethyl)-1H-1,2,4-triazole | 452972-99-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzhydryl-3,5-bis(hydroxymethyl)-1H-1,2,4-triazole
• 英文别名: [1-Benzhydryl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]methanol
• CAS: 452972-99-5
• 化学式: C₁₇H₁₇N₃O₂
• 分子量: 295.341
• InChiKey: KCDCIMCNBRJIKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  71.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzhydryl-3,5-bis(hydroxymethyl)-1H-1,2,4-triazole 在 氢氧化钾 、 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 53.5h， 生成 1-Benzhydryl-3,5-bis-imidazol-1-ylmethyl-1H-[1,2,4]triazole
  参考文献：
  名称：

  Open-Chain Dications and Betaines with Imidazolium Molecular Motifs: Synthesis and Structural Aspects

  摘要：

  The synthesis of trinuclear open-chain prototypes gave variable yields: > 53% for dications 1.2X and 2.2X and > 80% for proton-ionizable dications 3.2X-5.2X incorporating 1H-1,2,4-triazole moieties. Deprotonation of the latter compounds resulted in the formation of the betaine counterparts 13.X-15.X. The courses of the dequaternization reactions of compounds 4.2X and 5.2X were also studied. The structural properties of dicationic protophanes 1.2X and 2.2X, containing bis(imidazolium) motifs, were examined by 1H and C-13 NMR spectroscopy, electrospray mass spectrometry and by single-crystal X-ray diffraction analysis of the dication 1b.2PF(6). Weak noncovalent interactions between the dications and the hexafluorophosphate ions bias the protophane conformation both in solution and in the solid state. X-ray diffraction reveals that the PF6- counterions are located in a channel formed by the dications (1b 2,). ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200204)2002:7<1221::aid-ejoc1221>3.0.co;2-q
• 作为产物：
  描述：

  1-二苯甲基-1H-咪唑 在 盐酸 、 Amberlist A-26 、 bromide form 、 sodium nitrite 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 200.0 ℃ 、133.32 Pa 条件下， 反应 120.75h， 生成 1-benzhydryl-3,5-bis(hydroxymethyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Open-Chain Dications and Betaines with Imidazolium Molecular Motifs: Synthesis and Structural Aspects

  摘要：

  The synthesis of trinuclear open-chain prototypes gave variable yields: > 53% for dications 1.2X and 2.2X and > 80% for proton-ionizable dications 3.2X-5.2X incorporating 1H-1,2,4-triazole moieties. Deprotonation of the latter compounds resulted in the formation of the betaine counterparts 13.X-15.X. The courses of the dequaternization reactions of compounds 4.2X and 5.2X were also studied. The structural properties of dicationic protophanes 1.2X and 2.2X, containing bis(imidazolium) motifs, were examined by 1H and C-13 NMR spectroscopy, electrospray mass spectrometry and by single-crystal X-ray diffraction analysis of the dication 1b.2PF(6). Weak noncovalent interactions between the dications and the hexafluorophosphate ions bias the protophane conformation both in solution and in the solid state. X-ray diffraction reveals that the PF6- counterions are located in a channel formed by the dications (1b 2,). ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200204)2002:7<1221::aid-ejoc1221>3.0.co;2-q

文献信息

• Open-Chain Dications and Betaines with Imidazolium Molecular Motifs: Synthesis and Structural Aspects
  作者：Ermitas Alcalde、Neus Mesquida、Montserrat Alemany、Carmen Alvarez-Rúa、Santiago García-Granda、Pedro Pacheco、Lluïsa Pérez-García

  DOI：10.1002/1099-0690(200204)2002:7<1221::aid-ejoc1221>3.0.co;2-q

  日期：2002.4

  The synthesis of trinuclear open-chain prototypes gave variable yields: > 53% for dications 1.2X and 2.2X and > 80% for proton-ionizable dications 3.2X-5.2X incorporating 1H-1,2,4-triazole moieties. Deprotonation of the latter compounds resulted in the formation of the betaine counterparts 13.X-15.X. The courses of the dequaternization reactions of compounds 4.2X and 5.2X were also studied. The structural properties of dicationic protophanes 1.2X and 2.2X, containing bis(imidazolium) motifs, were examined by 1H and C-13 NMR spectroscopy, electrospray mass spectrometry and by single-crystal X-ray diffraction analysis of the dication 1b.2PF(6). Weak noncovalent interactions between the dications and the hexafluorophosphate ions bias the protophane conformation both in solution and in the solid state. X-ray diffraction reveals that the PF6- counterions are located in a channel formed by the dications (1b 2,). ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).