2',4,4'-trimethyl-3-ethyl-2,3'-dipyrrylmethane-5,5'-dicarboxylic acid | 740801-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2',4,4'-trimethyl-3-ethyl-2,3'-dipyrrylmethane-5,5'-dicarboxylic acid
• 英文别名: 5-[(5-carboxy-2,4-dimethyl-1H-pyrrol-3-yl)methyl]-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid
• CAS: 740801-84-7
• 化学式: C₁₆H₂₀N₂O₄
• 分子量: 304.346
• InChiKey: GOGLHURAQSWMHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  106.18
• 氢给体数：
  4.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-吡咯甲醛 、 2',4,4'-trimethyl-3-ethyl-2,3'-dipyrrylmethane-5,5'-dicarboxylic acid 在 三氟乙酸 、 溴化氢 作用下， 以 甲醇 为溶剂， 反应 2.17h， 生成 1-(3-ethyl-4-methyldipyrrin-2-yl)-1'-(2,4-dimethyldipyrrin-3-yl)methane dihydrobromide
  参考文献：
  名称：

  Molecular Rectangle Formed by Head-to-tail Self-Assembly of 1-(Dipyrrin-2-yl)-1-(dipyrrin-3-yl)methane

  摘要：

  1-(Dipyrrin-2-yl)-1'-(dipyrrin-3-yl)methane, the N-confused analog of biladiene-ac, is prepared by condensation of 2,3'-dipyrromethane with two molecules of 2-formylpyrrole in dichloromethane in the presence of hydrogen bromide. Self-assembly of the ligand with Zn(II) in dichloromethane and methanol offers a dinuclear dimeric complex with a ligand:metal ratio of 2:2. X-Ray crystal structure analysis reveals two ligands bound through a head-to-tail pattern to two zinc centers to form a severely distorted helical conformation, which has the shape of a rectangle.

  DOI：

  10.1007/s00706-003-0099-9
• 作为产物：
  描述：

  5-(乙酰氧甲基)-4-乙基-3-甲基-1H-吡咯-2-羧酸乙酯 在 sodium hydroxide 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 9.0h， 生成 2',4,4'-trimethyl-3-ethyl-2,3'-dipyrrylmethane-5,5'-dicarboxylic acid
  参考文献：
  名称：

  Molecular Rectangle Formed by Head-to-tail Self-Assembly of 1-(Dipyrrin-2-yl)-1-(dipyrrin-3-yl)methane

  摘要：

  1-(Dipyrrin-2-yl)-1'-(dipyrrin-3-yl)methane, the N-confused analog of biladiene-ac, is prepared by condensation of 2,3'-dipyrromethane with two molecules of 2-formylpyrrole in dichloromethane in the presence of hydrogen bromide. Self-assembly of the ligand with Zn(II) in dichloromethane and methanol offers a dinuclear dimeric complex with a ligand:metal ratio of 2:2. X-Ray crystal structure analysis reveals two ligands bound through a head-to-tail pattern to two zinc centers to form a severely distorted helical conformation, which has the shape of a rectangle.

  DOI：

  10.1007/s00706-003-0099-9