3,4-dichloropyrrole-2,5-dicarbaldehyde | 1196-68-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dichloropyrrole-2,5-dicarbaldehyde
• 英文别名: 3,4-Dichlor-2,5-diformyl-pyrrol；3,4-Dichlor-pyrrol-2,5-dicarbaldehyd；3,4-dichloro-1H-pyrrole-2,5-dicarbaldehyde
• CAS: 1196-68-5
• 化学式: C₆H₃Cl₂NO₂
• 分子量: 192.001
• InChiKey: BXUQCNULEMCGHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二甲基吡咯 在 磺酰氯 、 乙醚 作用下， 生成 3,4-dichloropyrrole-2,5-dicarbaldehyde
  参考文献：
  名称：

  Colacicchi, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1910, vol. <5> 19, p. II, 603

  摘要：

  DOI：

文献信息

• A convenient general method for the synthesis of pyrrole-2,5-dicarbaldehydes
  作者：Silvano Cadamuro、Iacopo Degani、Rita Fochi、Antonella Gatti、Laura Piscopo

  DOI：10.1039/p19930002939

  日期：——

  A new general method for the synthesis of pyrrole-2,5-dicarbaldehyde and its 3-mono- and 3,4-disubstituted derivatives is reported. It involves the intermediate formation of the corresponding 2,5-bis(1,3-benzodithiol-2-yl)pyrroles followed by hydrolysis with HgO-35% aq. HBF4-DMSO. Pyrrole-2,5-dicarbaldehyde was obtained in overall yields of 43-65%, whilst that of the derivatives was 32-90%. Moreover the methylation of the corresponding dithiolic intermediate with further hydrolysis resulted in the formation of 1-methylpyrrole-2,5-dicarbaldehyde in 90% overall yield.
• Colacicchi, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1910, vol. <5> 19, p. II, 603
  作者：Colacicchi

  DOI：——

  日期：——