6-Cyano-1,2-dimethyl-quinolinium; iodide | 797039-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-Cyano-1,2-dimethyl-quinolinium; iodide
• 英文别名: 6-Cyano-1,2-dimethylquinolin-1-ium iodide；1,2-dimethylquinolin-1-ium-6-carbonitrile;iodide
• CAS: 797039-85-1
• 化学式: C₁₂H₁₁N₂*I
• 分子量: 310.137
• InChiKey: XWCKGKIUOBXYFW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.15
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  方酸 、 6-Cyano-1,2-dimethyl-quinolinium; iodide 在 喹啉 、 原甲酸三正丁基酯 作用下， 以 正丁醇 、 苯 为溶剂， 反应 6.0h， 以84%的产率得到4-[(6-Cyano-1-methylquinolin-1-ium-2-yl)methylidene]-2-[(6-cyano-1-methylquinolin-2-ylidene)methyl]-3-oxocyclobuten-1-olate
  参考文献：
  名称：

  Synthesis of Novel Quinaldine-Based Squaraine Dyes:  Effect of Substituents and Role of Electronic Factors

  摘要：

  [GRAPHICS]Condensation of squaric acid with quinaldinium salts containing electron-donating substituents gave only the semisquaraines. However, with salts possessing electronegative and electron-withdrawing groups, the squaraine dyes were isolated in quantitative yields. The semisquaraines formed undergo condensation with highly nucleophilic salts yielding the unsymmetrical squaraine dyes. These results demonstrate the role of electronic factors and provide valuable information for the design of efficient squaraine-based sensitizers that can have potential applications in photodynamic therapy.

  DOI：

  10.1021/ol048411y
• 作为产物：
  描述：

  6-溴-2-甲基喹啉 在 吡啶 作用下， 反应 36.0h， 生成 6-Cyano-1,2-dimethyl-quinolinium; iodide
  参考文献：
  名称：

  Synthesis of Novel Quinaldine-Based Squaraine Dyes:  Effect of Substituents and Role of Electronic Factors

  摘要：

  [GRAPHICS]Condensation of squaric acid with quinaldinium salts containing electron-donating substituents gave only the semisquaraines. However, with salts possessing electronegative and electron-withdrawing groups, the squaraine dyes were isolated in quantitative yields. The semisquaraines formed undergo condensation with highly nucleophilic salts yielding the unsymmetrical squaraine dyes. These results demonstrate the role of electronic factors and provide valuable information for the design of efficient squaraine-based sensitizers that can have potential applications in photodynamic therapy.

  DOI：

  10.1021/ol048411y

文献信息

• Synthesis of Novel Quinaldine-Based Squaraine Dyes:  Effect of Substituents and Role of Electronic Factors
  作者：Kuthanapillil Jyothish、Kalliat T. Arun、Danaboyina Ramaiah

  DOI：10.1021/ol048411y

  日期：2004.10.1

  [GRAPHICS]Condensation of squaric acid with quinaldinium salts containing electron-donating substituents gave only the semisquaraines. However, with salts possessing electronegative and electron-withdrawing groups, the squaraine dyes were isolated in quantitative yields. The semisquaraines formed undergo condensation with highly nucleophilic salts yielding the unsymmetrical squaraine dyes. These results demonstrate the role of electronic factors and provide valuable information for the design of efficient squaraine-based sensitizers that can have potential applications in photodynamic therapy.