6-(4-Carboxypyridin-2-yl)pyridine-2,4-dicarboxylic acid | 1272666-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(4-Carboxypyridin-2-yl)pyridine-2,4-dicarboxylic acid
• 英文别名: 6-(4-carboxypyridin-2-yl)pyridine-2,4-dicarboxylic acid
• CAS: 1272666-48-4
• 化学式: C₁₃H₈N₂O₆
• 分子量: 288.216
• InChiKey: IFYITPMGYVNUMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4,4',6,6'-四甲基-2,2'-联吡啶 在 potassium dichromate 、 硫酸 、 水 、 硝酸 作用下， 反应 36.0h， 以45%的产率得到6-(4-Carboxypyridin-2-yl)pyridine-2,4-dicarboxylic acid
  参考文献：
  名称：

  A simple and environmentally benign synthesis of polypyridine-polycarboxylic acids

  摘要：

  An oxidation method using dilute nitric acid solutions under solvothermal conditions has been developed to synthesise a series of polypyridine-polycarboxylic acids. It has been successfully applied to a range of methyl substituted polypyridines including symmetrical and asymmetrical 2,2'-bipyridines; 2,2':6',2 ''-terpyridines and; 2,2':6',2 '':6 '',2'''-tetra-pyridines and yields crystalline polypyridine-polycarboxylic acids in a single step. Simple product recovery through filtration yields a recyclable filtrate. More forcing conditions led to demethylation of the polypyridine ligand most probably via decarboxylation. This simple approach avoids potentially harmful metal-based oxidants and negates any issues associated with the disposal of their resultant (hazardous) waste. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.074

文献信息

• A simple and environmentally benign synthesis of polypyridine-polycarboxylic acids
  作者：Niamh R. Kelly、Sandrine Goetz、Chris S. Hawes、Paul E. Kruger

  DOI：10.1016/j.tetlet.2010.12.074

  日期：2011.3

  An oxidation method using dilute nitric acid solutions under solvothermal conditions has been developed to synthesise a series of polypyridine-polycarboxylic acids. It has been successfully applied to a range of methyl substituted polypyridines including symmetrical and asymmetrical 2,2'-bipyridines; 2,2':6',2 ''-terpyridines and; 2,2':6',2 '':6 '',2'''-tetra-pyridines and yields crystalline polypyridine-polycarboxylic acids in a single step. Simple product recovery through filtration yields a recyclable filtrate. More forcing conditions led to demethylation of the polypyridine ligand most probably via decarboxylation. This simple approach avoids potentially harmful metal-based oxidants and negates any issues associated with the disposal of their resultant (hazardous) waste. (C) 2010 Elsevier Ltd. All rights reserved.