1-[4-(iodo)phenyl]-4-acetyl-5-methyl-1,2,3-triazole | 1100050-34-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-(iodo)phenyl]-4-acetyl-5-methyl-1,2,3-triazole
• 英文别名: 1-[1-(4-iodophenyl)-5-methyltriazol-4-yl]ethanone
• CAS: 1100050-34-7
• 化学式: C₁₁H₁₀IN₃O
• 分子量: 327.124
• InChiKey: KNAWKSCBVJVWNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  47.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-叠氮基-4-碘苯 、 乙酰丙酮 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以83%的产率得到1-[4-(iodo)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