4-nitro-2-(3,3-dimethyl-2-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)vinyl]-3H-indolium)phenolate | 1416039-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-nitro-2-(3,3-dimethyl-2-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)vinyl]-3H-indolium)phenolate
• CAS: 1416039-89-8
• 化学式: C₃₁H₃₁N₃O₃
• 分子量: 493.605
• InChiKey: CUVNILMJRBSUSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  37.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-nitro-2-(3,3-dimethyl-2-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)vinyl]-3H-indolium)phenolate 在 盐酸 作用下， 以 水 为溶剂， 生成 1-(2-hydroxy-5-nitrobenzyl)-3,3-dimethyl-2-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j] quinolizin-9-yl)vinyl]-3H-indolium trifluoroacetate
  参考文献：
  名称：

  Bichromophoric dye derived from benzo[1,3]oxazine system

  摘要：

  The reaction of 2-methylbenzo[1,3]oxazine with julolidine-9-carbaldehyde under acid catalysis afforded an highly coloured blue dye with an intense absorption at 591 nm. NMR and UV-Vis analysis showed that this compound has an opened oxazine structure with a polymethine-type chromophore, corresponding to a protonated thermally stable coloured form of photochromic benzo[1,3]oxazines that are known to be unstable at room temperature with lifetimes in the ns timescale. In basic medium this dye is converted into a stable opened zwitterionic form of photochromic benzo[1,3]oxazines with two absorption maxima at 410 and 587 nm assigned to conjugated 3H-indolium and 4-nitrophenolate chromophores respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.09.017
• 作为产物：
  描述：

  1-(2-hydroxy-5-nitrobenzyl)-3,3-dimethyl-2-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j] quinolizin-9-yl)vinyl]-3H-indolium trifluoroacetate 在 potassium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 以61%的产率得到4-nitro-2-(3,3-dimethyl-2-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)vinyl]-3H-indolium)phenolate
  参考文献：
  名称：

  Bichromophoric dye derived from benzo[1,3]oxazine system

  摘要：

  The reaction of 2-methylbenzo[1,3]oxazine with julolidine-9-carbaldehyde under acid catalysis afforded an highly coloured blue dye with an intense absorption at 591 nm. NMR and UV-Vis analysis showed that this compound has an opened oxazine structure with a polymethine-type chromophore, corresponding to a protonated thermally stable coloured form of photochromic benzo[1,3]oxazines that are known to be unstable at room temperature with lifetimes in the ns timescale. In basic medium this dye is converted into a stable opened zwitterionic form of photochromic benzo[1,3]oxazines with two absorption maxima at 410 and 587 nm assigned to conjugated 3H-indolium and 4-nitrophenolate chromophores respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.09.017