1-(2-bromophenyl)-2-(4-formypenyl)ethene | 292868-59-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(2-bromophenyl)-2-(4-formypenyl)ethene
• 英文别名: 4-[2-(2-bromophenyl)ethenyl]benzaldehyde
• CAS: 292868-59-8
• 化学式: C₁₅H₁₁BrO
• 分子量: 287.156
• InChiKey: LDEDMTSRULZKBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(2-bromophenyl)-2-(4-formypenyl)ethene 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 1-bromo-2-[(E)-2-[4-[(E)-2-(3-bromophenyl)ethenyl]phenyl]ethenyl]benzene
  参考文献：
  名称：

  Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendant p-Phenylenediamine Radical Cations

  摘要：

  The intramolecular and long-range ferromagnetic coupling between p-phenylenediamine radical cations in head-to-tail coupled oligo(1,4-phenyleneethynylene)s and oligo(1,4-phenylenvinylene)s between neighbors and next-nearest neighbors is described. UV/vis/near-IR experiments show that the radical cations are localized in the pendant p-phenylenediamine units of the conjugated oligomers. The ESR spectra of these oligo(1,4-phenyleneethynylene) and oligo(1,4-phenylenvinylene) di(radical cation)s are consistent with those of a triplet state. A linear behavior is observed for the doubly integrated ESR intensity of the Delta M-s = +/-1 and Delta M-s = +/-2 signals with the inverse temperature (I similar to 1/T), consistent with Curie's law. This behavior indicates a triplet ground-state diradical with a large triplet-singlet energy gap or possibly a degeneracy of singlet and triplet states.

  DOI：

  10.1021/jo000548o
• 作为产物：
  描述：

  [(2-溴苯基)甲基]三苯基-鏻溴化物 、 对苯二甲醛 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到1-(2-bromophenyl)-2-(4-formypenyl)ethene
  参考文献：
  名称：

  Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendant p-Phenylenediamine Radical Cations

  摘要：

  The intramolecular and long-range ferromagnetic coupling between p-phenylenediamine radical cations in head-to-tail coupled oligo(1,4-phenyleneethynylene)s and oligo(1,4-phenylenvinylene)s between neighbors and next-nearest neighbors is described. UV/vis/near-IR experiments show that the radical cations are localized in the pendant p-phenylenediamine units of the conjugated oligomers. The ESR spectra of these oligo(1,4-phenyleneethynylene) and oligo(1,4-phenylenvinylene) di(radical cation)s are consistent with those of a triplet state. A linear behavior is observed for the doubly integrated ESR intensity of the Delta M-s = +/-1 and Delta M-s = +/-2 signals with the inverse temperature (I similar to 1/T), consistent with Curie's law. This behavior indicates a triplet ground-state diradical with a large triplet-singlet energy gap or possibly a degeneracy of singlet and triplet states.

  DOI：

  10.1021/jo000548o