5'-Formyl-6'-hydroxy-4-methyl-7,8-benzocumarin | 21353-17-3

• 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: 5'-Formyl-6'-hydroxy-4-methyl-7,8-benzocumarin
• 英文别名: 7-hydroxy-4-methyl-2-oxobenzo[h]chromene-8-carbaldehyde；7-hydroxy-4-methyl-2-oxo-2H-benzo[h]chromene-8-carbaldehyde
• CAS: 21353-17-3
• 化学式: C₁₅H₁₀O₄
• 分子量: 254.242
• InChiKey: GOLXCRBCPBTXDH-UHFFFAOYSA-N

物化性质

• 沸点：
  484.5±40.0 °C(Predicted)
• 密度：
  1.418±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5'-Formyl-6'-hydroxy-4-methyl-7,8-benzocumarin 、 苄胺 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 0.17h， 以48%的产率得到8-benzyliminomethyl-7-hydroxy-4-methylbenzo[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
• 作为产物：
  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