diethyl 2-bromo-1H-pyrrole-3,4-dicarboxylate | 1578203-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl 2-bromo-1H-pyrrole-3,4-dicarboxylate
• CAS: 1578203-70-9
• 化学式: C₁₀H₁₂BrNO₄
• 分子量: 290.114
• InChiKey: FGUSQDQBIQVIFO-UHFFFAOYSA-N

物化性质

• 沸点：
  417.9±40.0 °C(Predicted)
• 密度：
  1.505±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 2-bromo-1H-pyrrole-3,4-dicarboxylate 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 N,N-dimethyl-d₆-formamide 为溶剂， 反应 49.0h， 生成
  参考文献：
  名称：

  A Hybrid Macrocycle with a Pyridine Subunit Displays Aromatic Character upon Uranyl Cation Complexation

  摘要：

  Reported here is a new hybrid macrocycle, cyclo[1]furan[1]pyridine[4]pyrrole (1), that bears analogy to the previously reported mixed heterocycle system cyclo[2]pyridine[4]pyrrole (2) and cyclo[6]pyrrole 3, an all-pyrrole 22 pi-electron aromatic expanded porphyrin. The oxidized, dianionic form of 1, [1-4H](2-), has been characterized as its uranyl complex. In contrast to 2 and 3 and in spite of the presence of a 2,6-disubstituted pyridine subunit, the uranyl complex of [1-4H](2-) displays solid-state structural and solution-phase spectroscopic features consistent with contributions to the overall electronic structure that involve a conjugated, (4n + 2) pi-electron aromatic periphery.

  DOI：

  10.1021/ja412520g
• 作为产物：
  描述：

  3,4-吡咯二羧酸二乙酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 3.17h， 以60%的产率得到diethyl 2-bromo-1H-pyrrole-3,4-dicarboxylate
  参考文献：
  名称：

  A Hybrid Macrocycle with a Pyridine Subunit Displays Aromatic Character upon Uranyl Cation Complexation

  摘要：

  Reported here is a new hybrid macrocycle, cyclo[1]furan[1]pyridine[4]pyrrole (1), that bears analogy to the previously reported mixed heterocycle system cyclo[2]pyridine[4]pyrrole (2) and cyclo[6]pyrrole 3, an all-pyrrole 22 pi-electron aromatic expanded porphyrin. The oxidized, dianionic form of 1, [1-4H](2-), has been characterized as its uranyl complex. In contrast to 2 and 3 and in spite of the presence of a 2,6-disubstituted pyridine subunit, the uranyl complex of [1-4H](2-) displays solid-state structural and solution-phase spectroscopic features consistent with contributions to the overall electronic structure that involve a conjugated, (4n + 2) pi-electron aromatic periphery.

  DOI：

  10.1021/ja412520g