5-hydroxy-6-iodo-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde | 510731-79-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5-hydroxy-6-iodo-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde
• 英文别名: 2-hydroxy-3-iodo-6,7,8,9-tetrahydrodibenzofuran-1-carbaldehyde
• CAS: 510731-79-0
• 化学式: C₁₃H₁₁IO₃
• 分子量: 342.133
• InChiKey: RMYSFYACHFRXCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  苯胺 、 5-hydroxy-6-iodo-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde 以66%的产率得到3-Iodo-1-[(E)-phenyliminomethyl]-6,7,8,9-tetrahydro-dibenzofuran-2-ol
  参考文献：
  名称：

  摘要：

  Two series of Schiff bases, 4-aryl(alkyl)iniinomethyl-6-tert-butyl-5-hydroxy- and 4-aryl(alkyl)-iminomethyl-5-hydroxy-6-iodo-2,3-tetramethylenebenzo[b]furans were synthesized. These compounds in solution give rise to tautomeric benzoid-quinoid equilibrium; the fraction of the quinoid form in the equilibrium mixture increases with rise in solvent polarity and in going from N-aryl to N-alkyl derivatives. The benzoid tautomer shows fluorescence with an anomalous Stokes shift. The absorption and luminescence spectral properties of the examined Schiff bases make them promising as signal fragments of chemosensors for metal cations.

  DOI：

  10.1023/a:1021607930539
• 作为产物：
  描述：

  5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde 在 iodine-morpholine complex 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以30%的产率得到5-hydroxy-6-iodo-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde
  参考文献：
  名称：

  摘要：

  Two series of Schiff bases, 4-aryl(alkyl)iniinomethyl-6-tert-butyl-5-hydroxy- and 4-aryl(alkyl)-iminomethyl-5-hydroxy-6-iodo-2,3-tetramethylenebenzo[b]furans were synthesized. These compounds in solution give rise to tautomeric benzoid-quinoid equilibrium; the fraction of the quinoid form in the equilibrium mixture increases with rise in solvent polarity and in going from N-aryl to N-alkyl derivatives. The benzoid tautomer shows fluorescence with an anomalous Stokes shift. The absorption and luminescence spectral properties of the examined Schiff bases make them promising as signal fragments of chemosensors for metal cations.

  DOI：

  10.1023/a:1021607930539