黄烷酮-d5 | 146196-91-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 黄烷酮-d5
• 英文名称: 2',3',4',5,6'-d5-Flavanone
• 英文别名: Flavanone-d5；2-(2,3,4,5,6-pentadeuteriophenyl)-2,3-dihydrochromen-4-one
• CAS: 146196-91-0
• 化学式: C₁₅H₁₂O₂
• 分子量: 229.219
• InChiKey: ZONYXWQDUYMKFB-FSTBWYLISA-N

物化性质

• 熔点：
  74 - 76°C
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(2-羟基苯基)-3-(苯基-d5)丙烷-1,3-二酮 、 苯甲酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 生成 黄酮 、 黄烷酮-d5
  参考文献：
  名称：

  An efficient one-pot synthesis of flavones

  摘要：

  Flavones were prepared using a one-pot procedure starting from the corresponding 2'-hydroxyacetophenones. The latter were treated with 3 equiv of aroyl chloride in wet K2CO3/acetone (1% w/w water) to afford a good yield of flavone and a smaller amount of 3-aroylflavone. Evidence was obtained that the reaction proceeds via a triketone intermediate. When the reactants were heated in 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and pyridine, the 3-aroylflavone was obtained exclusively. Use of a stoichiometric amount of aroyl chloride afforded only the corresponding flavone. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.022

文献信息

• An efficient one-pot synthesis of flavones
  作者：Chin Fei Chee、Michael J.C. Buckle、Noorsaadah Abd. Rahman

  DOI：10.1016/j.tetlet.2011.04.022

  日期：2011.6

  Flavones were prepared using a one-pot procedure starting from the corresponding 2'-hydroxyacetophenones. The latter were treated with 3 equiv of aroyl chloride in wet K2CO3/acetone (1% w/w water) to afford a good yield of flavone and a smaller amount of 3-aroylflavone. Evidence was obtained that the reaction proceeds via a triketone intermediate. When the reactants were heated in 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and pyridine, the 3-aroylflavone was obtained exclusively. Use of a stoichiometric amount of aroyl chloride afforded only the corresponding flavone. (C) 2011 Elsevier Ltd. All rights reserved.