亚氨二乙醇胺乙酸盐 | 23251-72-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 亚氨二乙醇胺乙酸盐
• 英文名称: bis(2-hydroxyethyl)ammonium acetate
• 英文别名: diethanolammonium acetate；bis(2-hydroxyethyl)azanium;acetate
• CAS: 23251-72-1
• 化学式: C₂H₄O₂*C₄H₁₁NO₂
• 分子量: 165.189
• InChiKey: IDOGARCPIAAWMC-UHFFFAOYSA-N

物化性质

• 熔点：
  55 °C
• 沸点：
  150℃[at 101 325 Pa]
• 密度：
  1.22 g/cm3
• LogP：
  -1.31 at 20℃
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  -1.35
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  溶剂黄146 、 二乙醇胺 反应 24.0h， 生成 亚氨二乙醇胺乙酸盐
  参考文献：
  名称：

  双质子离子液体的二元混合物：密度、粘度、折射率、表面张力和导数特性

  摘要：

  这项工作提供了三种纯质子离子液体的密度 (ρ)、动态粘度 (η)、折射率 ( n D ) 和表面张力 (γ) 实验数据：2-羟乙基乙酸铵 ([2-HEA][Ac]) ，双（2-羟乙基）乙酸铵（[BHEA][Ac]）和双（2-羟乙基）丁酸铵（[BHEA][Bu]），以及两个二元系统的实验数据，如下：（[2 -HEA][Ac] + [BHEA][Ac]) 和 ([2-HEA][Ac] + [BHEA][Bu])，温度范围为T= 278.15 至 343.15 K 和大气压 (101.3 kPa)。对于 ([2-HEA][Ac] + [BHEA][Ac]) 二元体系，过量体积和折射率偏差值为负，而对于 ([2-HEA][Ac] + [BHEA][Bu ]) 二元系统是正的。首先，存在体积收缩，离子相互作用的可能性更高。对于后一种系统，与 ([2-HEA][Ac] + [BHEA][Ac]) 系统

  DOI：

  10.1021/acs.jced.1c00429
• 作为试剂：
  描述：

  溴苯 、 丙烯酸乙酯 在 亚氨二乙醇胺乙酸盐 、 palladium dichloride 作用下， 反应 16.0h， 以93%的产率得到反式-肉桂酸乙酯
  参考文献：
  名称：

  Diethanolamine and N,N-diethylethanolamine ionic liquids as precatalyst-precursors and reaction media in green Heck reaction protocol

  摘要：

  It was found that Heck reaction with PdCl2 in diethanolamine and N,N-diethylethanolamine ionic liquids (ILs) is more efficient than analogous reactions performed in classical organic solvents. The used Its facilitate solubility of the Pd(II) precatalysts, increase catalyst stability during the reaction, and function as reaction media, bases, precatalyst-precursors, good coordinating ligands, and mobile support for active Pd species. Thus, Heck reaction occurs without additional solvents, ligands and bases, that makes experimental procedure much simpler. Our DFT investigation provides mechanistic insight into the formation of the trans-[PdCl2(DEA)(2)] complex that acts as a precatalyst. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2010.05.010

文献信息

• Micelle Formation of Protic Ionic Liquids in Aqueous Solution
  作者：Dheiver Santos

  DOI：10.1021/acs.jced.7b01053

  日期：2018.5.10

  ability of certain surfactant ionic liquids to reduce the surface tension of aqueous solutions and to aggregate in the form of micelles, even at low concentrations, allowing their use as stabilizing or destabilizing agents in homogeneous polymerization in water/oil emulsions. Within this context, this work aims to verify the possible micellar properties of the ionic liquids. Critical micellar concentration

  通过电导技术分析了离子液体在水溶液中自行组织并产生聚集体的潜力，并使用了基于随机理论的新数学模型，以表明线性变化时刻。有可能分析这些聚集体的存在。由于某些表面活性剂离子液体具有公认的降低水溶液的表面张力并以胶束形式聚集的能力，即使在低浓度下也能用作稳定剂或去稳定剂，因此它在胶体和界面化学领域引起了人们的兴趣。在水/油乳液中进行均相聚合。在此背景下，这项工作旨在验证离子液体的可能胶束特性。获得了烷基羧酸铵离子的临界胶束浓度值。还表明，CMC与阳离子和熵因子的亲脂性基团直接相关。
• Preparation of protic ionic liquids with minimal water content and 15N NMR study of proton transfer
  作者：Geoffrey L. Burrell、Iko M. Burgar、Frances Separovic、Noel F. Dunlop

  DOI：10.1039/b921432a

  日期：——

  Low-molecular-weight Brønsted acids and amine bases were used to reproducibly prepare very dry, high-purity room-temperature protic ionic liquids (PILs). A series of eight amine bases and six Brønsted acids were combined to produce 48 mixtures, of which 18 were liquid at room temperature. The phase transitions and thermal decomposition temperatures were determined for each mixture; whereas viscosity, density and conductivity were determined for the room-temperature liquids. By utilising 15N NMR it was possible to distinguish between neutral and ionised amine bases (ammonia vs. ammonium-type ion), which indicated that the protic ionic liquids were completely ionised when made as a stoichiometric mixture. However, a Walden plot comparison of fluidity and molar conductivity indicated the majority of PILs had much lower conductivity than predicted by viscosity unless the base contained excess proton-donating groups. This disparity is indicative of protic ionic molecules forming neutral aggregates or non-Newtonian fluid hydrogen-bonded networks with a secondary Grotthuss proton-hopping mechanism arising from polyprotic bases.

  低分子量的布朗斯特酸和胺碱被用来重复制备非常干燥、高纯度的室温质子型离子液体（PILs）。将一系列八种胺碱和六种布朗斯特酸组合，产生了48种混合物，其中18种在室温下为液态。每种混合物的相变和热分解温度被测定；而室温液体的粘度、密度和电导率也被测定。通过利用15N NMR，能够区分中性和离子化的胺碱（氨与铵型离子），这表明在作为化学计量混合物制备时，质子型离子液体是完全离子化的。然而，流动性和摩尔电导率的沃尔登图比较表明，除了当碱包含过量的质子给体基团时，大多数PIL的电导率远低于粘度所预测的值。这种差异表明，质子型离子分子形成了中性聚集体或非牛顿流体氢键网络，并出现了由多质子碱引起的次级格罗图斯质子跳跃机制。
• Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
  作者：Anlian Zhu、Qixing Li、Wanlu Feng、Dongshuang Fan、Lingjun Li

  DOI：10.1007/s10562-020-03332-7

  日期：2021.3

  The synthesis of 2-amino-4H-chromenes through one-pot multicomponent reactions has received great attention due to the high atom efficiency and the broad bioactivities of the products. Here, the catalytic performances of a series of functional ionic liquids towards this type of reaction were investigated and the results showed that the ionic liquid, choline acetate ([Choline][Ac]), could efficiently

  通过一锅多组分反应合成2-氨基-4H-色烯由于其高原子效率和广泛的生物活性而备受关注。在这里，研究了一系列功能性离子液体对此类反应的催化性能，结果表明离子液体醋酸胆碱（[Choline][Ac]）可以在室温下有效地促进该反应，而无需有机溶剂。该反应易于进行，后续处理程序非常简单。通过萃取和洗涤程序即可获得纯品，无需柱分离程序。有趣的是，这个反应系统可以很容易地放大到几克，这表明它在工业应用中的前景。此外，离子液体 [Choline][Ac] 可以很容易地由廉价且具有生物相容性的材料制备，并且可以回收和再利用至少五个循环。在室温下，在乙酸胆碱的催化下，各种醛、丙二腈和活化酚可以转化为相应的 2-氨基-4H-色烯，分离产率从良好到极好。
• Cytotoxicity of protic ionic liquids towards the HaCat cell line derived from human skin
  作者：Radhika Arunkumar、Amanda N. Abraham、Ravi Shukla、Calum J. Drummond、Tamar L. Greaves

  DOI：10.1016/j.molliq.2020.113602

  日期：2020.9

  toxicity was quantified by the EC50 values of each of these PILs towards HaCat cells, which are derived from human skin cells. Additional salts and solvents were used for comparison including DMSO, choline chloride, potassium nitrate, sodium acetate and ethanol to distinguish if the toxicity changes were due to ionicity, short chain amphiphilic behaviour, or specific ion effects. The toxicity followed

  在这项工作中，我们研究了10种PIL的毒性，这些PIL由乙基，乙醇，二乙醇和三乙醇铵阳离子与硝酸根，甲酸根，乙酸根和乙醇酸根阴离子组成。其毒性通过EC 50定量这些PIL对源自人类皮肤细胞的HaCat细胞的最大影响。用于比较的其他盐和溶剂包括DMSO，氯化胆碱，硝酸钾，乙酸钠和乙醇，以区分毒性变化是由于离子性，短链两亲性行为还是特定离子效应引起的。毒性遵循氯化胆碱＜含乙酸盐的PIL ＜DMSO ＜乙酸钠＜乙醇＜含硝酸盐的PIL或盐的一般趋势。醋酸乙铵和醋酸乙铵被确定具有最低的PIL毒性，其毒性比氯化胆碱或DMSO略高。总体而言，发现毒性高度依赖于阳离子和阴离子的组合，而阴离子的影响更大。
• Synthesis of high-density aviation fuels with methyl benzaldehyde and cyclohexanone
  作者：Jilei Xu、Ning Li、Guangyi Li、Fengan Han、Aiqin Wang、Yu Cong、Xiaodong Wang、Tao Zhang

  DOI：10.1039/c8gc01628c

  日期：——

  high-density jet fuel range tricyclic alkanes with methyl benzaldehydes and cyclohexanone which can be derived from lignocellulose. In the first step, C14 oxygenates (i.e. 2-(2-methylbenzylidene)cyclohexanone or 2-(4-methylbenzylidene)cyclohexanone) were obtained by the solvent-free aldol condensation of 2-methyl benzaldehyde (or 4-methyl benzaldehyde) and cyclohexanone. Among the investigated catalysts

  开发了一种新的两步法，用于合成可以由木质纤维素衍生的甲基苯甲醛和环己酮的高密度喷气燃料系列三环烷烃。在第一步中，通过无溶剂的2-甲基苯甲醛（或4-甲基苯甲醛）和（甲基）苯甲醛缩合得到C 14含氧化合物（即2-（2-甲基苄叉基）环己酮或2-（4-甲基苄叉基）环己酮）。环己酮。在所研究的催化剂中，EAOAc离子液体（用乙醇胺和乙酸制备的可再生催化剂）显示出最高的活性和良好的稳定性。其上的C 14的高碳收率（〜85％）在温和的反应条件下（353 K，6 h）获得含氧化合物。在第二步骤中，通过在商业Pd / C催化剂上进行水相加氢脱氧（APHDO），将C 14含氧化合物选择性地转化为1-甲基十二碳氢-1 H-芴和3-甲基十二碳氢-1 H-芴。根据我们的测量，所获得的1-甲基十二烷基-1 H-芴和3-甲基十二烷基-1 H-芴具有高密度（在298 K下分别为0.99 g mL -1和0.96 g mL