1-[4-(cyano)phenyl]-4-acetyl-5-methyl-1,2,3-triazole | 1100050-35-8

• 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-[4-(cyano)phenyl]-4-acetyl-5-methyl-1,2,3-triazole
• 英文别名: 4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzonitrile；4-(4-acetyl-5-methyltriazol-1-yl)benzonitrile
• CAS: 1100050-35-8
• 化学式: C₁₂H₁₀N₄O
• mdl: MFCD12116248
• 分子量: 226.238
• InChiKey: IOEZIYNDOZXBAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-azidobenzonitrile 、 乙酰丙酮 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以89%的产率得到1-[4-(cyano)phenyl]-4-acetyl-5-methyl-1,2,3-triazole
  参考文献：
  名称：

  One-pot synthesis and the fluorescent behavior of 4-acetyl-5-methyl-1,2,3-triazole regioisomers

  摘要：

  A series of novel 4-acetyl-5-methyl-1,2,3-triazole exclusively with 1,4 regioisomers were synthesized via 1,3-dipolar cycloaddition with high yield from azide and acetyl acetone in the presence of a base, under warm condition in ethanol in a short duration. All the compounds were characterized by using FT-IR and NMR spectroscopic techniques. The isomer purity has been confirmed by means of HPLC. The reaction is affected by the electronic effects; triazole with electron withdrawing substituent reacts faster with maximum yield of 90% compare to the electron donating substituent. All the compounds show fluorescent behavior. Among them, the 1-[4-(cyano)phenyl]-4-acetyl-5-methyl-1,2,3-triazole remarkably shows dual emission in the chloroform solvent. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.05.028