2-azido-1,2-bis(4-methylphenyl)-2-phenylethanone | 1485636-87-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-azido-1,2-bis(4-methylphenyl)-2-phenylethanone
• 英文别名: 2-Azido-1,2-bis(4-methylphenyl)-2-phenylethanone
• CAS: 1485636-87-0
• 化学式: C₂₂H₁₉N₃O
• 分子量: 341.412
• InChiKey: SAGPCNLETVTWCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  65.83
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  叠氮基三甲基硅烷 、 2-Hydroxy-2-phenyl-1,2-di(p-tolyl)ethanone 在 溴化铟(III) 作用下， 以 二氯甲烷 为溶剂， 反应 0.37h， 以93%的产率得到2-azido-1,2-bis(4-methylphenyl)-2-phenylethanone
  参考文献：
  名称：

  Indium(III) bromide catalyzed direct azidation of α-hydroxyketones using TMSN3

  摘要：

  The direct catalytic azidation of 2-hydroxy-1,2,2-triarylethanones occurs at room temperature using 2 mol % of InBr3 as Lewis acid and TMSN3 as soluble azide source. 2-Azido-1,2,2-triarylethanones have been isolated in excellent yields. The role of aryl group and stereoelectronic factors indicate that the mechanism may involve the formation of a stable carbenium ion towards azidation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.055

文献信息

• Indium(III) bromide catalyzed direct azidation of α-hydroxyketones using TMSN3
  作者：Anil Kumar、Ramesh K. Sharma、Tej V. Singh、Paloth Venugopalan

  DOI：10.1016/j.tet.2013.10.055

  日期：2013.12

  The direct catalytic azidation of 2-hydroxy-1,2,2-triarylethanones occurs at room temperature using 2 mol % of InBr3 as Lewis acid and TMSN3 as soluble azide source. 2-Azido-1,2,2-triarylethanones have been isolated in excellent yields. The role of aryl group and stereoelectronic factors indicate that the mechanism may involve the formation of a stable carbenium ion towards azidation. (C) 2013 Elsevier Ltd. All rights reserved.