2-(1-((methyl)carboxymethyl)imidazol-1-ium)propanoate | 1622012-23-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(1-((methyl)carboxymethyl)imidazol-1-ium)propanoate
• 英文别名: 1,3-bis(1-carboxyethyl)imidazole；2-(3-(1-carboxyethyl)-1H-imidazol-3-ium-1-yl)propanoate；2-(1-(1-carboxyethyl)-1H-imidazol-3-ium-3-yl)propanoate；2-[3-(1-carboxyethyl)imidazol-3-ium-1-yl]propanoate
• CAS: 1622012-23-0
• 化学式: C₉H₁₂N₂O₄
• 分子量: 212.205
• InChiKey: IRKNZXMULDCRGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  86.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯(二甲基硫化)金(I) 、 2-(1-((methyl)carboxymethyl)imidazol-1-ium)propanoate 在 sodium hydroxide 、 silver(l) oxide 作用下， 以 水 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Magnetostructural J-correlations in complexes with tetrahedro-{Cu4} core

  摘要：

  A comprehensive analysis of structural and magnetic data for 41 tetrahedro-{Cu-4} complexes reveals that the exchange coupling constants (J(2) and J(4)) correlate with averaged structural parameters of which the most informative are the averaged Cu-O-Cu angles in the bases (beta) and walls (alpha) of the cubane structure. Using contemporary statistical programs, the cluster analysis, the principal component analysis, and the factor analysis bring information about the possible correlations of the magnetic and structural parameters and grouping of the parameters according to their similarity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.07.007
• 作为产物：
  描述：

  聚合甲醛 、 L-丙氨酸 、 草酸醛 在 水 、 溶剂黄146 作用下， 以67%的产率得到2-(1-((methyl)carboxymethyl)imidazol-1-ium)propanoate
  参考文献：
  名称：

  氨基酸衍生的咪唑两性离子的水热脱羧：离子液体的可持续方法

  摘要：

  通过衍生自氨基酸的两性离子咪唑化合物和与碳水化合物有关的二羰基化合物的水热脱羧来制备离子液体。这些离子液体中的两种已成功用作Heck反应的溶剂和纤维素的溶解。

  DOI：

  10.1039/c4gc00564c

文献信息

• Silver(I) and copper(II)-imidazolium carboxylates: Efficient catalysts in Ullmann coupling reactions
  作者：GANESAN PRABUSANKAR、CHATLA NAGA BABU、GEMBALI RAJUa、NATARAJAN SAMPATH

  DOI：10.1007/s12039-017-1262-x

  日期：2017.5

  The silver(I) and copper(II)-imidazolium carboxylate coordination assemblies were derived from the reaction between corresponding carboxylic acid ligands and metal salts. These new metal derivatives depict a novel structural motif with variable chemical and thermal properties. These metal complexes act as potential catalysts in Ullmann coupling reactions. The imidazolium linker present in these complexes

  羧酸银（I）和铜（II）-咪唑鎓羧酸盐的配位体是由相应的羧酸配体与金属盐之间的反应衍生而来的。这些新的金属衍生物描绘了具有可变化学和热学性质的新型结构基序。这些金属络合物在乌尔曼偶联反应中充当潜在的催化剂。这些络合物中存在的咪唑连接基既充当配体又充当抗衡离子，以平衡金属电荷。 报道了由银（I）和铜（II）配位聚合物介导的Ullmann偶联反应。
• Amino acid based imidazolium zwitterions as novel and green corrosion inhibitors for mild steel: Experimental, DFT and MD studies
  作者：V. Srivastava、Jiyaul Haque、C. Verma、P. Singh、H. Lgaz、R. Salghi、M.A. Quraishi

  DOI：10.1016/j.molliq.2017.08.049

  日期：2017.10

  Three novel amino acids based corrosion inhibitors namely 2-(3-(carboxymethyl)-1H-imidazol-3-ium-1-yl)acetate (AIZ-1), 2-(3-(1-carboxyethyl)-1H-imidazol-3-ium-1-yl)propanoate (AIZ-2) and 2-(3-(1-carboxy-2-phenylethyl)-1H-imidazol-3-ium-1-y1)-3-phenylpropanoate (AIZ-3) were synthesized by condensing glyoxal, formaldehyde and amino acids, and characterized. The corrosion inhibition performance of synthesized inhibitors was studied by electrochemical impedance (EIS) and potentiodynamic polarization (PDP) methods. Among the studied inhibitors, AIZ-3 showed the maximum inhibition efficiency (IE) of 96.08% at a concentration as low as 0.55 mM (200 ppm). The results of potentiodynamic study reveal that AIZ-1 acts as cathodic inhibitor while AIZ-2 and AIZ-3 act as mixed type inhibitors. The results of EIS studies showed that in the presence of inhibitors, polarization resistance increased and C-dI decreased due adsorption of inhibitors at the metal surface. The adsorption of AIZs on the mild steel surface followed the Langmuir adsorption isotherm. The result of scanning electron microscope (SEM), atomic force microscope (AFM) and energy-dispersive X-ray spectroscopy (EDX) supported the formation of inhibitors film on the metal surface. The quantum chemical parameters and molecular dynamics (MD) simulations were used to study the reactivity and adsorption behavior of zwitterions. The results of the theoretical investigation and experimental studies well complimented each other. (C) 2017 Published by Elsevier B.V.