N-methyl-2-pyrrolidonium dihydrogenphosphate | 1020155-40-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: N-methyl-2-pyrrolidonium dihydrogenphosphate
• 英文别名: N-methyl-2-pyrrolidonium dihydrogen phosphate；dihydrogen phosphate;1-methylpyrrolidin-1-ium-2-one
• CAS: 1020155-40-1
• 化学式: C₅H₉NO*H₃O₄P
• 分子量: 197.128
• InChiKey: ZHSRWECEPLEKHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  98.1
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-甲基吡咯烷酮 在 磷酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-methyl-2-pyrrolidonium dihydrogenphosphate
  参考文献：
  名称：

  温度对NMP-PA离子液体理化性质影响的研究

  摘要：

  离子液体（IL）在过去二十年里进行了大量的研究，有潜力用于有机反应、锂离子电池、金属电镀、萃取和分离过程、气相色谱柱、碳捕获、脱硫和制药行业。然而，了解离子液体的物理化学性质非常重要，以便评估它们对工艺的影响及其在上述领域的使用。N-甲基吡咯烷酮 (NMP) 和邻磷酸 (PA) 具有抗菌特性。由这两种化合物合成的 NMP-PA IL 也可能具有协同抗菌特性。在本研究中，通过 FTIR、1 H NMR、31 P NMR 和 DSC 分析来表征合成的 NMP-PA IL。此外，还测定了不同温度下合成的离子液体的密度、折射率和动态粘度。实验数据与经验模型相关。根据测量结果，发现NMP-PA IL的粘度高于咪唑基IL的粘度。IL 的密度和折射率值与咪唑基 IL 相当。

  DOI：

  10.1021/acs.jced.3c00354
• 作为试剂：
  描述：

  4-氯苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 2-萘酚 在 N-methyl-2-pyrrolidonium dihydrogenphosphate 作用下， 反应 0.67h， 以87%的产率得到9,9-dimethyl-12-(4-chlorophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
  参考文献：
  名称：

  使用任务特定的酸性离子液体[NMP] H2PO4合成12-芳基-8,9,10,12-四氢苯并[a] x吨-11-酮衍生物的新绿色方法

  摘要：

  摘要通过一种方便，环境友好的方法合成了12-芳基8,9,10,12-四氢苯并[a] x吨-11-酮衍生物，该过程涉及取代的芳族醛与2,7-二羟基萘/ 2-萘的多组分缩合反应。任务特定的酸性离子液体[NMP] H 2 PO 4在80°C下的/ 2,6-二羟基萘和环状1,3-二羰基化合物。已经证明该方案在高产率，操作简单，易于后处理，反应介质/催化剂的可回收性以及较短的反应时间方面是有效的。

  DOI：

  10.1016/j.cclet.2014.05.014

文献信息

• Oligomeric ricinoleic acid preparation promoted by an efficient and recoverable Brønsted acidic ionic liquid
  作者：Fei You、Xing He、Song Gao、Hong-Ru Li、Liang-Nian He

  DOI：10.3762/bjoc.16.34

  日期：——

  metalworking fluids, estolides of ricinoleic acid are considered as the promising substitute to mineral oil with a favorable viscosity and viscosity index. Thus, an efficient and sustainable synthesis protocol is urgently needed to make the product really green. In this work, an environment-friendly Brønsted acidic ionic liquid (IL) 1-butanesulfonic acid diazabicyclo[5.4.0]undec-7-ene dihydrogen phosphate

  来自生物质和绿色制备过程的原材料是开发绿色产品的两个关键特征。作为金属加工液中的生物润滑剂，蓖麻油酸的雌二醇被认为是具有良好粘度和粘度指数的矿物油的有前途的替代品。因此，迫切需要一种有效且可持续的合成方案，以使产品真正绿色环保。在这项工作中，环境友好的布朗斯台德酸性离子液体（IL）1-丁烷磺酸二氮杂双环[5.4.0]十一碳-7-烯丙基磷酸二氢（[HSO 3 -BDBU] H 2 PO 4）被开发为在无溶剂条件下从蓖麻油酸生产低聚蓖麻油酸的有效催化剂。优化了反应参数，包括反应温度，真空度，催化剂量和反应时间，发现在190℃和50kPa的条件下与15wt％的[HSO 3 -BDBU] H 2 PO反应4与蓖麻油酸相关的产品在6小时后可提供酸值为51 mg KOH / g（对应于4的低聚度）的合格产品。此外，可以通过调节反应时间来调节产物的酸值，这表明该方案可以作为制备具有不同低聚度和不同用途的
• Recyclable task-specific acidic ionic liquid [NMP]H2PO4: Microwave-assisted, efficient one-pot, two-step tandem synthesis of fused thiazolo[2,3-b]quinazolinone and thiazolo[2,3-b]quinazoline derivatives
  作者：Gondru Ramesh、Rajitha Gali、Ravibabu Velpula、Bavantula Rajitha

  DOI：10.1007/s11164-015-2249-1

  日期：2016.4

  A novel, time-effective, eco-conscious and microwave-assisted tandem one-pot, two-step reaction has been described for the synthesis of thiazolo[2,3-b]quinazolinone (4a–f) and thiazolo[2,3-b]quinazoline (5a–t) derivatives in quantitative yield in the presence of inexpensive, acidic task-specific ionic liquid [NMP]H2PO4. All the synthesized compounds were well established by comparison with their literature values (1H NMR, melting points, mass spectrometry and elemental analysis). The remarkable advantages of this methodology over existing conventional heating, such as increasing yields, decreasing reaction times, formation of products in an analytically pure form, operational simplicity, less energy consumption, cost-effectiveness, recyclability and reusability of the catalyst, make this protocol "green" and environmentally benign.

  在廉价的酸性特异性离子液体 [NMP]H2PO4 的存在下，描述了一种新颖、省时、环保和微波辅助的串联一锅两步反应，用于定量合成噻唑并[2,3-b]喹唑啉酮（4a-f）和噻唑并[2,3-b]喹唑啉（5a-t）衍生物。通过与文献值（1H NMR、熔点、质谱和元素分析）的比较，所有合成的化合物都得到了很好的证实。与现有的传统加热方法相比，该方法具有显著的优势，如产量增加、反应时间缩短、生成的产品分析纯度高、操作简单、能耗低、成本效益高、催化剂可回收和重复使用，因此该方法是 "绿色 "和环保的。
• Acidic ionic liquid [NMP]H2PO4 as dual solvent-catalyst for synthesis of β-alkoxyketones by the oxa-Michael addition reactions
  作者：Hui Guo、Xia Li、Jun-Liang Wang、Xiao-Han Jin、Xian-Fu Lin

  DOI：10.1016/j.tet.2010.08.017

  日期：2010.10

  Acidic ionic liquid N-methyl-2-pyrrolidonium dihydrogen phosphate [NMP]H2PO4 was prepared and used as efficient catalyst and reaction medium to synthesize beta-alkoxyketones by the oxa-Michael addition reactions for the first time. The effect of anions and cations, amount of ionic liquid on the reaction was investigated. Various alcohols and phenols proceeded smoothly and led to corresponding beta-alkoxyketones with high yields under mild reaction conditions, O-selectivity addition of amino-ethanols was also achieved in this paper. Compared with traditional imidazolium ionic liquids, [NMP] H2PO4 gave the better results. The ionic liquid was stable and could be reused at least five times with a slight loss of activity. (C) 2010 Published by Elsevier Ltd.
• Oxidative Desulfurization of Gasoline by Ionic Liquids Coupled with Extraction by Organic Solvents
  作者：Rashid Abro、Shurong Gao、Xiaochun Chen、Guangren Yu、Ahmed A. Abdeltawab、Salem S. Al-Deyab

  DOI：10.5935/0103-5053.20150355

  日期：——

  In this work, desulfurization of real fluidized catalytic cracking (FCC) gasoline was investigated in dual steps; first in oxidative desulfurization (ODS) using imidazolium and pyrrolidonium based Bronsted acidic ionic liquids (ILs) as solvent and catalyst and hydrogen peroxide as oxidant. In second step, extractive desulfurization took place using organic solvents of furfural, furfural alcohol and ethylene glycol. Variety of factors such as temperature, time, mass ratio of oil/ILs and regeneration and recycling of ILs, multiple-step desulfurization of ILs and organic solvents and solvent/oil ratio were also investigated. The S-content was significantly decreased to ca. 18 ppm from initial S-content of 260 ppm with a total S-removal of ca. 95% in one-step ODS using pyrrolidonium based ILs coupled with five-step extraction desulfurization (EDS) using furfural alcohol as extractant. This work shows that oxidative desulfurization using ionic liquids coupled with extractive desulfurization using organic solvents is a potential method to produce clean gasoline.
• Investigation of the Effect of Temperature on the Physicochemical Properties of NMP-PA Ionic Liquid
  作者：Ali Tugrul Albayrak

  DOI：10.1021/acs.jced.3c00354

  日期：2024.3.14

  Ionic liquids (ILs), on which much research has been done over the past two decades, have the potential to be used in organic reactions, Li-ion batteries, metal electroplating, extraction and separation processes, gas chromatography columns, carbon capture, desulfurization, and pharmaceutical industries. However, it is important to know ILs’ physicochemical properties in order to evaluate the effects

  离子液体（IL）在过去二十年里进行了大量的研究，有潜力用于有机反应、锂离子电池、金属电镀、萃取和分离过程、气相色谱柱、碳捕获、脱硫和制药行业。然而，了解离子液体的物理化学性质非常重要，以便评估它们对工艺的影响及其在上述领域的使用。N-甲基吡咯烷酮 (NMP) 和邻磷酸 (PA) 具有抗菌特性。由这两种化合物合成的 NMP-PA IL 也可能具有协同抗菌特性。在本研究中，通过 FTIR、1 H NMR、31 P NMR 和 DSC 分析来表征合成的 NMP-PA IL。此外，还测定了不同温度下合成的离子液体的密度、折射率和动态粘度。实验数据与经验模型相关。根据测量结果，发现NMP-PA IL的粘度高于咪唑基IL的粘度。IL 的密度和折射率值与咪唑基 IL 相当。