7-hydroxy-4-methyl-8-(phenyliminomethyl)benzo[h]chromen-2-one | 189514-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 7-hydroxy-4-methyl-8-(phenyliminomethyl)benzo[h]chromen-2-one
• 英文别名: 7-Hydroxy-4-methyl-8-(phenyliminomethyl)-benzo[h]chromen-2-one
• CAS: 189514-40-7
• 化学式: C₂₁H₁₅NO₃
• 分子量: 329.355
• InChiKey: UAPQLCUJTTYXAU-UHFFFAOYSA-N

物化性质

• 沸点：
  580.3±50.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-hydroxy-4-methyl-8-(phenyliminomethyl)benzo[h]chromen-2-one 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 以76%的产率得到5'-Formyl-6'-hydroxy-4-methyl-7,8-benzocumarin
  参考文献：
  名称：

  Ambident chemosensors based on benzo[h]chromen-2-one

  摘要：

  Schiff bases derived from 7-hydroxy-4-methyl-2-oxobenzo[h]chromene-8-carbaldehyde in solution exist as equilibrium mixtures of benzoid and quinoid tautomers. The fraction of the quinoid tautomer increases with rise in solvent polarity. The Schiff base containing a benzo-15-crown-5 fragment on the nitrogen atom was shown to be a new ambident chemosensor capable of selectively binding transition metal cations via reaction at the o-hydroxyaldehyde imine fragment and alkaline-earth metals via host-guest interaction with the crown ether moiety. This compound exhibits a pronounced sensor activity toward Mg2+ and Ba2+ ions and is a selective naked-eye fluorescent chemosensor for CU2+ and Co2+ ions.

  DOI：

  10.1134/s1070428007120172
• 作为产物：
  描述：

  4-甲基-7-羟基-8-硝基香豆素 、 苯亚胺代甲酸乙酯 以 邻二氯苯 为溶剂， 反应 2.0h， 以83%的产率得到7-hydroxy-4-methyl-8-(phenyliminomethyl)benzo[h]chromen-2-one
  参考文献：
  名称：

  Ambident chemosensors based on benzo[h]chromen-2-one

  摘要：

  Schiff bases derived from 7-hydroxy-4-methyl-2-oxobenzo[h]chromene-8-carbaldehyde in solution exist as equilibrium mixtures of benzoid and quinoid tautomers. The fraction of the quinoid tautomer increases with rise in solvent polarity. The Schiff base containing a benzo-15-crown-5 fragment on the nitrogen atom was shown to be a new ambident chemosensor capable of selectively binding transition metal cations via reaction at the o-hydroxyaldehyde imine fragment and alkaline-earth metals via host-guest interaction with the crown ether moiety. This compound exhibits a pronounced sensor activity toward Mg2+ and Ba2+ ions and is a selective naked-eye fluorescent chemosensor for CU2+ and Co2+ ions.

  DOI：

  10.1134/s1070428007120172