4,5-双(4-甲基苯基)-2-苯基-1,2,3-三唑 | 10591-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4,5-双(4-甲基苯基)-2-苯基-1,2,3-三唑
• 英文名称: 4,5-bis(4-methylphenyl)-2-phenyl-1,2,3-triazol
• 英文别名: 2-phenyl-4,5-di-p-tolyl-2H-1,2,3-triazole；2-phenyl-4,5-di-p-tolyl-2H-[1,2,3]triazole；2-Phenyl-4,5-di-p-tolyl-1,2,3-triazol；4,5-Bis(4-methylphenyl)-2-phenyltriazole
• CAS: 10591-73-8
• 化学式: C₂₂H₁₉N₃
• 分子量: 325.413
• InChiKey: INWRNQZXTBBRIT-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C(Solv: ligroine (8032-32-4))
• 沸点：
  489.1±55.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 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-phenyl-4-p-tolyl-1,2,3-oxadiazol-3-ium-5-olate 以1%的产率得到
  参考文献：
  名称：

  BHAT V.; DIXIT V. M.; UGARKER B. G.; TROZZOLO A. M.; GEORGE M. V., J. ORG. CHEM., 1979, 44, NO 17, 2957-2961

  摘要：

  DOI：

文献信息

• The 1,3-Dipolar Cycloadditions of Nitrile Oxides and Nitrile Imines to Alkyl Dicyanoacetates
  作者：Richard Neidlein、Zhihua Sui

  DOI：10.1002/hlca.19910740306

  日期：1991.5.2

  with the 1,3-dipolar reagents arenecarbonitrile oxides 2′ and arenecarbonitrile imines 5′ to afford 1,2,4-oxadiazol and 1,2,4-triazol derivatives. The arenecarbonitrile oxides 2′ with electron-donating groups on the arene ring gave products 3a–d resulting from addition on both CN groups of 1, and those with electron-withdrawing groups provided mono-adducts 4a–e (Scheme 1). Arylnitrile imines 5′ reacted

  容易得到的烷基dicyanoacetates 1与1,3-偶极试剂反应arenecarbonitrile氧化物2 '和arenecarbonitrile亚胺5 '，得到1,2,4-恶二唑和1,2,4-三唑衍生物。在芳烃环上带有给电子基团的芳烃腈氧化物2 '产生的产物3a - d是在两个CN基团1上加成而得到的，而带有吸电子基团的芳烃腈提供了单加合物4a - e（方案1）。芳腈亚胺5 '与1反应生成双加和单加产物（方案2）; 双加合物8a，b具有酯结构，而单加合物6a - d具有乙烯酮-半缩醛结构。
• Copper(II)-Catalyzed Aerobic Oxidative Synthesis of Substituted 1,2,3- and 1,2,4-Triazoles from Bisarylhydrazones via C–H Functionalization/C–C/N–N/C–N Bonds Formation
  作者：Murali Mohan Guru、Tharmalingam Punniyamurthy

  DOI：10.1021/jo300592t

  日期：2012.6.1

  An unprecedented copper(II)-catalyzed aerobic oxidative synthesis of 2,4,5-triary1-1,2,3-triazoles and 1,3,5-triaryl-1,2,4-triazoles from bisarylhydrazones as the common starting precursor has been achieved via cascade C-H functionalization/C-C/N-N/C-N bonds formation under mild reaction conditions. One of the enthralling outcomes of this strategy is the copper(II)-catalyzed room temperature C-H functionalization/C-N bond formation in presence of air, which has been accomplished during the synthesis of substituted 1,2,4-triazoles. This new class of compounds could give prospective luminescence as an iconic component in the area of pharmaceutical and biological sciences. The intermediates for both the processes have been isolated to elucidate the mechanistic scenario.