6-butoxy-9-(dibutylamino)benzo[a]phenoxazin-5-one | 1134638-38-2

• 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: 6-butoxy-9-(dibutylamino)benzo[a]phenoxazin-5-one
• 英文别名: 6-Butoxy-9-(dibutylamino)benzo[a]phenoxazin-5-one
• CAS: 1134638-38-2
• 化学式: C₂₈H₃₄N₂O₃
• 分子量: 446.59
• InChiKey: LIQZQERMPKXPCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-碘丁烷 、 9-dibutylamino-6-hydroxy-5H-benzo[a]phenoxazin-5-one 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 以58%的产率得到6-butoxy-9-(dibutylamino)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

文献信息

• Near-infrared solid-state fluorescent naphthooxazine dyes attached with bulky dibutylamino and perfluoroalkenyloxy groups at 6- and 9-positions
  作者：So-Yeon Park、Yasuhiro Kubota、Kazumasa Funabiki、Motoo Shiro、Masaki Matsui

  DOI：10.1016/j.tetlet.2008.12.081

  日期：2009.3

  No solid-state fluorescence is observed for 9-(diethylamino)benzo[a]phenoxazin-5-one (Nile Red). However, 9-dibutylamino-6perfluoro[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.