6-bromo-5-hydroxy-2,3-diphenylbenzo[b]furan-4-carbaldehyde | 1195764-46-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 6-bromo-5-hydroxy-2,3-diphenylbenzo[b]furan-4-carbaldehyde
• 英文别名: 6-bromo-5-hydroxy-2,3-diphenyl-1-benzofuran-4-carbaldehyde
• CAS: 1195764-46-5
• 化学式: C₂₁H₁₃BrO₃
• 分子量: 393.236
• InChiKey: DFFRNLKVRCLPRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-5-hydroxy-2,3-diphenylbenzo[b]furan-4-carbaldehyde 、 4`-氨基二苯并-18-冠-6 以71%的产率得到6-bromo-5-hydroxy-2,3-diphenylbenzo[b]furan-4-carbaldehyde[(dibenzo-18-crown-6)-4'-yl]imine
  参考文献：
  名称：

  Benzoid-quinoid tautomerism of azomethines and their structural analogs: LIV. Dibenzo(benzo)-18-crown-6-containing Imines of 5-hydroxy-2,3-tetramethylene- and 5-Hydroxy-2,3-diphenylbenzo[b]furan-4-carbaldehydes

  摘要：

  Dibenzo(benzo)-18-crown-6-containing N-arylimines of 5-hydroxy-2,3-tetramethylene- and 5-hydroxy-2,3-diphenylbenzo[b]-furan-4-carbaldehydes were synthesized and their spectral luminescence properties were investigated. In solutions of 6-bromo- and 6-nitro-substituted compounds a tautomeric equilibrium exists between the benzoid and quinoid forms. In the course of complexing of crown-ether-imines of 5-hydroxy-6-nitro-2,3-diphenylbenzo[b]furan-4-carbaldehyde and 5-hydroxy-6-nitro-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde with cations of alkali and alkaline earth metals the content of the quinoid form was found to decrease. This phenomenon was accompanied by essential changes in the absorption and fluorescence spectra characteristic of chemosensor systems with an intramolecular charge transfer (ICT).

  DOI：

  10.1134/s1070428009020079