1,5-dimesityl-3-(4-pyridyl)pentane-1,5-dione | 1321948-70-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-dimesityl-3-(4-pyridyl)pentane-1,5-dione
• 英文别名: 3-Pyridin-4-yl-1,5-bis(2,4,6-trimethylphenyl)pentane-1,5-dione
• CAS: 1321948-70-2
• 化学式: C₂₈H₃₁NO₂
• 分子量: 413.56
• InChiKey: FWEOQPBMPFUICD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5-dimesityl-3-(4-pyridyl)pentane-1,5-dione 在 tetrafluoroboric acid 、 三苯基甲醇 、 乙酸酐 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 72.0h， 生成 N-methyl-2,6-dimesityl-4,4'-pyrylogen bis(tetrafluoroborate)
  参考文献：
  名称：

  Hydrolytic Stability of N-Methyl-2,6-dimesityl-4,4′-Pyrylogen Bis-tetrafluoroborate

  摘要：

  The synthesis and characterization of a new mesityl ring-substituted pyrylogen with a substantially decreased rate of reaction with water is reported. Computational and experimental data are presented that suggest that addition of water to the pyrylium ring of this highly sterically shielded pyrylogen is reversible. On the other hand, experimental data suggest that the overall hydrolysis of this new sterically shielded pyrylogen, but not the parent pyrylogen, is irreversible. Two potential explanations for this behavior are presented and discussed. These results provide important new information that can be used to design and synthesize new electron transfer sensitizers that can be used even in highly aqueous environments.

  DOI：

  10.1021/jo201180j
• 作为产物：
  描述：

  4-吡啶甲醛 、 2′,4′,6′-三甲基苯乙酮 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 45.0h， 以69%的产率得到1,5-dimesityl-3-(4-pyridyl)pentane-1,5-dione
  参考文献：
  名称：

  Hydrolytic Stability of N-Methyl-2,6-dimesityl-4,4′-Pyrylogen Bis-tetrafluoroborate

  摘要：

  The synthesis and characterization of a new mesityl ring-substituted pyrylogen with a substantially decreased rate of reaction with water is reported. Computational and experimental data are presented that suggest that addition of water to the pyrylium ring of this highly sterically shielded pyrylogen is reversible. On the other hand, experimental data suggest that the overall hydrolysis of this new sterically shielded pyrylogen, but not the parent pyrylogen, is irreversible. Two potential explanations for this behavior are presented and discussed. These results provide important new information that can be used to design and synthesize new electron transfer sensitizers that can be used even in highly aqueous environments.

  DOI：

  10.1021/jo201180j

文献信息

• Hydrolytic Stability of <i>N</i>-Methyl-2,6-dimesityl-4,4′-Pyrylogen Bis-tetrafluoroborate
  作者：Tamer T. El-Idreesy、Edward L. Clennan

  DOI：10.1021/jo201180j

  日期：2011.9.2

  The synthesis and characterization of a new mesityl ring-substituted pyrylogen with a substantially decreased rate of reaction with water is reported. Computational and experimental data are presented that suggest that addition of water to the pyrylium ring of this highly sterically shielded pyrylogen is reversible. On the other hand, experimental data suggest that the overall hydrolysis of this new sterically shielded pyrylogen, but not the parent pyrylogen, is irreversible. Two potential explanations for this behavior are presented and discussed. These results provide important new information that can be used to design and synthesize new electron transfer sensitizers that can be used even in highly aqueous environments.