2-(2-aminoethyl)-6'-(dibutylamino)-3'-methyl-2'-(phenylamino)spiro[isoindoline-1,9'-xanthen]-3-one | 1236989-43-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(2-aminoethyl)-6'-(dibutylamino)-3'-methyl-2'-(phenylamino)spiro[isoindoline-1,9'-xanthen]-3-one
• CAS: 1236989-43-7
• 化学式: C₃₇H₄₂N₄O₂
• 分子量: 574.766
• InChiKey: SOSKDWNXWARCMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.96
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  70.83
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2-aminoethyl)-6'-(dibutylamino)-3'-methyl-2'-(phenylamino)spiro[isoindoline-1,9'-xanthen]-3-one 、 水杨醛 以 乙醇 为溶剂， 反应 6.0h， 以59%的产率得到2'-Anilino-6'-(dibutylamino)-2-[2-[(2-hydroxyphenyl)methylideneamino]ethyl]-3'-methylspiro[isoindole-3,9'-xanthene]-1-one
  参考文献：
  名称：

  Highly Selective Colorimetric Signaling of Iron Cations Based on Fluoran Dye

  摘要：

  A highly selective colorimetric chemosensor based on fluoran dye for iron cations, 2'-anilino-3'methyl-6'-dibuthylamino-N-(2'-(2 ''-hydroxybenzylideneamino)ethyl)iso-indolin-1-one-fluoran ( 5), was designed and synthesized. The chemical structures of all the intermediates and fluoran dye 5 were characterized by H-1-NMR, C-13-NMR, MS and elemental analysis. And its sensing behavior toward metal ions was investigated by UV-visible absorption spectroscopes. The fluoran dye 5 chemosensor showed an extreme selectivity for Fe2+ and Fe3+ in acetonitrile solution. Whereas other ions including Mg2+, Pd2+, Ni2+, Hg2+, Cd2+, Ag+, Cu2+, Zn2+ and Al3+ induced basically no spectral change, which constituted a Fe2+ highly sensitive and selective colorimetric chemosensor from colorless to black by "naked eyes." Spectral responses at lambda(max) = 653 nm reveals that dye 5 can function as OR logic gate with Fe2+ and Fe3+ as input variables.

  DOI：

  10.1080/15421400902946319
• 作为产物：
  描述：

  2-甲基-4-甲氧基二苯胺 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 2-(2-aminoethyl)-6'-(dibutylamino)-3'-methyl-2'-(phenylamino)spiro[isoindoline-1,9'-xanthen]-3-one
  参考文献：
  名称：

  Highly Selective Colorimetric Signaling of Iron Cations Based on Fluoran Dye

  摘要：

  A highly selective colorimetric chemosensor based on fluoran dye for iron cations, 2'-anilino-3'methyl-6'-dibuthylamino-N-(2'-(2 ''-hydroxybenzylideneamino)ethyl)iso-indolin-1-one-fluoran ( 5), was designed and synthesized. The chemical structures of all the intermediates and fluoran dye 5 were characterized by H-1-NMR, C-13-NMR, MS and elemental analysis. And its sensing behavior toward metal ions was investigated by UV-visible absorption spectroscopes. The fluoran dye 5 chemosensor showed an extreme selectivity for Fe2+ and Fe3+ in acetonitrile solution. Whereas other ions including Mg2+, Pd2+, Ni2+, Hg2+, Cd2+, Ag+, Cu2+, Zn2+ and Al3+ induced basically no spectral change, which constituted a Fe2+ highly sensitive and selective colorimetric chemosensor from colorless to black by "naked eyes." Spectral responses at lambda(max) = 653 nm reveals that dye 5 can function as OR logic gate with Fe2+ and Fe3+ as input variables.

  DOI：

  10.1080/15421400902946319

文献信息

• A highly selective and sensitive colorimetric chemosensor for Fe2+ based on fluoran dye
  作者：Sheng Wang、Seon-Yeong Gwon、Sung-Hoon Kim

  DOI：10.1016/j.saa.2009.12.018

  日期：2010.8

  A highly selective chemosensor based on fluoran dye for Fe(2+), 2'-anilino-3'-methyl-6'-dibuthylamino-N-((2'-(2''-ethylimino) methyl) naphthalen-2-ol) iso-indolin-1-one-fluoran (5), was designed and synthesized. The chemical structures of all the intermediates and the fluoran dye 5 are characterized by (1)H NMR, (13)C NMR, Ms and elemental analysis. Upon addition of Fe(2+), the fluoran dye 5 shows

  基于荧光染料的Fe（2 +），2'-苯胺基-3'-甲基-6'-二丁基氨基-N-（（（2'-（2''-乙基亚氨基）甲基）甲基]萘-2-的高选择性化学传感器设计并合成了）ol）iso-indolin-1-one-fluoran（5）。通过（1）H NMR，（13）C NMR，Ms和元素分析表征所有中间体和荧烷染料5的化学结构。加入Fe（2+）后，荧烷染料5的吸收光谱在658nm附近显示一个新峰，溶液的颜色从无色变为绿色黑色。而其他离子包括Mg（2 +），Pb（2 +），Ni（2 +），Hg（2 +），Cd（2 +），Fe（3 +），Cu（2 +），Zn（2+） ）和Al（3+）等基本上不引起光谱变化，它通过“裸眼”构成了Fe（2+）高灵敏度和选择性比色化学传感器。