1,3-bis(2,6-dimethylphenyl)imidazolium-2-carboxylate | 1052766-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis(2,6-dimethylphenyl)imidazolium-2-carboxylate
• 英文别名: 1,3-Bis(2,6-dimethylphenyl)imidazol-1-ium-2-carboxylate
• CAS: 1052766-41-2
• 化学式: C₂₀H₂₀N₂O₂
• 分子量: 320.391
• InChiKey: FRRARQSWYGHDQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  48.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-bis(2,6-dimethylphenyl)imidazolium chloride 、 二氧化碳 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以85%的产率得到1,3-bis(2,6-dimethylphenyl)imidazolium-2-carboxylate
  参考文献：
  名称：

  CO₂ Adducts of N-Heterocyclic Carbenes: Thermal Stability and Catalytic Activity toward the Coupling of CO₂ with Epoxides

  摘要：

  Thermal stability Of CO2 adducts of N-heterocyclic carbenes (NHCs) was studied by means of in situ FTIR method with monitoring of the v(CO2) region of the infrared spectra under various conditions. 1,3-Bis(2,6-diisopropylphenyl)imidazolinium-2-carboxylate(SIPr-CO2) shows higher thermal stability compared with 1,3-bis(2,6-diisopropylphenyl)imidazolium-2-carboxylate (IPr-CO2) The presence of free CO2 can significantly inhibit the decomposition of NHC-CO2 adducts, while the addition of an epoxide such as propylene oxide has a negative effect on stabilizing these adducts. As zwitterionic compounds, NHC-CO2 adducts were also proved to be effective organic catalysts for the coupling reaction of CO2 and epoxides to afford cyclic carbonates, for which a possible mechanism was proposed. Among these NHC-CO2 adducts, the relatively unstable IPr-CO2 exhibits the highest catalytic activity. The presence of an electrophile such as SalenAIEt could greatly improve the catalytic activity of IPr-CO2 due to intermolecular cooperative catalysis of the binary components.

  DOI：

  10.1021/jo801457r

文献信息

• CATALYST FOR DISSOCIATION OF BLOCKING AGENT FOR BLOCKED ISOCYANATES, AND THERMOSETTING COMPOSITION CONTAINING SAID CATALYST FOR DISSOCIATION OF BLOCKING AGENT
  申请人：Koei Chemical Company, Limited

  公开号：EP3689931A1

  公开（公告）日：2020-08-05

  A blocking agent dissociation catalyst for blocked isocyanates comprising a nitrogen-containing compound represented by Formula (1a): wherein D is represented by Formula (2): wherein R1, R2, R3, R4, and a are as described in the specification.

  一种用于封端异氰酸酯的封端剂解离催化剂，由式（1a）代表的含氮化合物组成： 其中 D 由式（2）表示： 其中 R1、R2、R3、R4 和 a 如说明书所述。