9-diethylamino-6-hydroxybenzo[a]phenoxazin-5-one | 1026843-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 9-diethylamino-6-hydroxybenzo[a]phenoxazin-5-one
• CAS: 1026843-34-4
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: UNHHJRRCVMZILO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.57
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  9-diethylamino-6-hydroxybenzo[a]phenoxazin-5-one 、 1,1,1,4,4,5,5,5-八氟-3-(1,1,1,2,3,3,3-七氟丙烷-2-基)-2-(三氟甲基)戊-2-烯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以15%的产率得到9-diethylamino-6-{perfluoro[4-methyl-3-(1-methylethyl)-2-penten]-2-oxy}benzo[a]phenoxazin-5-one
  参考文献：
  名称：

  Near-infrared solid-state fluorescent naphthooxazine dyes attached with bulky dibutylamino and perfluoroalkenyloxy groups at 6- and 9-positions

  摘要：

  No solid-state fluorescence is observed for 9-(diethylamino)benzo[a]phenoxazin-5-one (Nile Red). However, 9-dibutylamino-6{perfluoro[4-methyl-3(1-methylethyl)-2-penten]-2-oxy}benzo[a]phenoxazin-5-one showed fluorescence maximum at 717 nm in solid state with fluorescence quantum yield 0.024. X-ray crystallographic analysis suggests that prevention of network pi pi interactions by the bulky fluorine-containing and dibutylamino groups is essential to show solid-state fluorescence. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.081
• 作为产物：
  描述：

  1,2-二羟基萘 、 5-二乙氨基-2-亚硝基苯酚盐酸盐 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以30%的产率得到9-diethylamino-6-hydroxybenzo[a]phenoxazin-5-one
  参考文献：
  名称：

  Near-infrared solid-state fluorescent naphthooxazine dyes attached with bulky dibutylamino and perfluoroalkenyloxy groups at 6- and 9-positions

  摘要：

  No solid-state fluorescence is observed for 9-(diethylamino)benzo[a]phenoxazin-5-one (Nile Red). However, 9-dibutylamino-6{perfluoro[4-methyl-3(1-methylethyl)-2-penten]-2-oxy}benzo[a]phenoxazin-5-one showed fluorescence maximum at 717 nm in solid state with fluorescence quantum yield 0.024. X-ray crystallographic analysis suggests that prevention of network pi pi interactions by the bulky fluorine-containing and dibutylamino groups is essential to show solid-state fluorescence. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.081