1-butyl-3-methylimidazolium-2-carboxylate | 671779-18-3

• 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-butyl-3-methylimidazolium-2-carboxylate
• 英文别名: 1-n-butyl-3-methylimidazolium-2-carboxylate；1-Butyl-3-methyl-1H-imidazol-3-ium-2-carboxylate；1-butyl-3-methylimidazol-3-ium-2-carboxylate
• CAS: 671779-18-3
• 化学式: C₉H₁₄N₂O₂
• 分子量: 182.222
• InChiKey: GWMDNVGVSGQXEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  48.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-butyl-3-methylimidazolium-2-carboxylate 在 硝酸 作用下， 以 水 为溶剂， 反应 3.0h， 以95%的产率得到1-甲基-3-丁基咪唑硝酸盐
  参考文献：
  名称：

  Determination of Successive Complexation Constants in an Ionic Liquid: Complexation of UO₂²⁺ with NO₃⁻ in C₄-mimTf₂N Studied by UV−Vis Spectroscopy

  摘要：

  The complexation of UO22+ with NO3- has been investigated in the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide by UV-vis spectroscopy at T = 18.5 degrees C. The complexation is evidenced through the appearance Of Four peaks at 425, 438, 453, and 467 nm. EXAFS data indicate that the trinitrato Complex, UO2(NO3)(3)(-), is dominating the speciation for a reagent ratio of [NO3-]/[UO22+] > 3. Assuming three Successive complexation steps, the conditional stability constants are calculated, the individual absorption spectra are derived, and a speciation plot is presented.

  DOI：

  10.1021/jp9107624
• 作为产物：
  描述：

  1-丁基-3-甲基咪唑溴盐 以 甲醇 、 水 为溶剂， 20.0~120.0 ℃ 、3.0 MPa 条件下， 反应 60.17h， 生成 1-butyl-3-methylimidazolium-2-carboxylate
  参考文献：
  名称：

  Efficient hydrogenation of CO₂ to formic acid in water without consumption of a base

  摘要：

  二氧化碳加氢生成甲酸，无需消耗碱，可获得高达364,249的周转次数。甲酸是可分离的，催化剂-碱体系易于回收利用。

  DOI：

  10.1039/d2gc02694e
• 作为试剂：
  描述：

  肉桂醛 、 苯甲醇 在 1-butyl-3-methylimidazolium-2-carboxylate 作用下， 反应 1.0h， 以65%的产率得到Benzyl 3-phenylpropionate
  参考文献：
  名称：

  On the reactivity and stability of electrogenerated N-heterocyclic carbene in parent 1-butyl-3-methyl-1H-imidazolium tetrafluoroborate: Formation and use of N-heterocyclic carbene-CO2 adduct as latent catalyst

  摘要：

  A simple electrolysis (under galvanostatic conditions) of the room temperature ionic liquid 1-butyl-3-methyl-1H-imidazolium tetrafluoroborate, BMIm-BF4, yields, after bubbling CO2 into the catholyte, the adduct NHC-CO2. The considerable stability of this NHC-CO2 adduct, at room temperature, in the parent ionic liquid as solvent, has been compared with the one of free NHC in the same BMIm-BF4. The BMIm-BF4 solution containing NHC-CO2 adduct, suitably triggered (US irradiation or 120 degrees C), is able to release free NHC. The NHC-CO2 adduct usefulness has been demonstrated using it as efficient latent catalyst, in BMIm-BF4 as solvent, in the benzoin condensation and in the oxidative esterification of cinnamaldehyde with benzyl alcohol. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.07.115

文献信息

• Synthesis of Oxazolidinones and Derivatives through Three-Component Fixation of Carbon Dioxide
  作者：Congmin Mei、Yibo Zhao、Qianwei Chen、Changsheng Cao、Guangsheng Pang、Yanhui Shi

  DOI：10.1002/cctc.201800142

  日期：2018.7.19

  three‐component fixation of atmospheric CO2 with readily available 1,2‐dichloroethane and aromatic amine toward oxazolidinones catalyzed by in situ NHC was developed. The reaction occurred in good to excellent yields with good generality and wide functional group tolerance, including challenging steric hindered substituted‐dichloroethane (e.g. 1,2‐dichloropropane and 2,3‐dichlorobutane). The catalytic system

  已经开发了一种有效的三组分固定方法，用现成的NHC催化的1,2-二氯乙烷和芳香族胺直接固定在恶唑烷酮上，以固定大气中的CO 2。该反应以良好的通用性和宽泛的官能团耐受性（包括具有挑战性的位阻取代的二氯乙烷（例如1,2-二氯丙烷和2,3-二氯丁烷））以良好的收率获得了良好的收率。该催化体系对空气和湿气不敏感，即使在约0.3atm的二氧化碳压力下也可获得高产率的恶唑烷酮。机理研究表明，该反应是通过NHC-CO 2原位催化NHC催化的加合物中，1-丁基-3-甲基咪唑-2-羧酸盐为中间体，而氨基氯化物参与反应路径。催化剂可以循环使用至少3次而不会明显降低催化活性。该协议还可以有效地制备六元3-芳基-1,3-氧杂嗪酮-2-一，甚至七元3-芳基-1,3-氧杂氮杂-2-酮，当1,3-二氯丙烷和1时使用了4-二氯丁烷。
• Hydrosilylation catalysed by a rhodium complex in a supercritical CO2/ionic liquid system
  作者：Jiayun Li、Jiajian Peng、Guodong Zhang、Ying Bai、Guoqiao Lai、Xiaonian Li

  DOI：10.1039/c0nj00012d

  日期：——

  The hydrosilylation of alkenes in a supercritical CO2 (scCO2)/ionic liquid (IL) system was investigated. Rh(PPh3)3Cl exhibited excellent catalytic activity and selectivity. KOtBu was used as an additive, and no hydrogenation by-product (alkane) was detected in the scCO2/IL system. During hydrosilylation in the scCO2/IL system, the reactants were possibly transferred into the IL phase by scCO2, in which the catalyst was dissolved. The products can be flushed with scCO2 after the reaction and the catalyst/IL system reused.

  在超临界二氧化碳（scCO2）/离子液体（IL）体系中研究了烯烃的氢硅化反应。Rh(PPh3)3Cl表现出优异的催化活性和选择性。KOtBu作为添加剂，在scCO2/IL体系中未检测到氢化副产物（烷烃）。在scCO2/IL体系中进行氢硅化反应时，反应物可能通过scCO2转移到IL相中，催化剂在该相中溶解。反应后，产物可通过scCO2冲洗，催化剂/IL体系可重复使用。
• アミデート化合物の製造方法
  申请人：広栄化学工業株式会社

  公开号：JP2018172352A

  公开（公告）日：2018-11-08

  【課題】単離が困難な安定性の低いカルボキシレート化合物を基質に用いた場合でも、目的とするアミデート化合物を製造できる、基質適用性の高い、アミデート化合物の新規な製造方法の提供。【解決手段】含窒素化合物と炭酸ジアルキル化合物を反応させて特定のカルボキシレート化合物を含む反応液を得、前記反応液から該カルボキシレート化合物を単離せずにイソシアネート化合物と反応させる式（５）で表されるアミデート化合物の製造方法。（Ｒ３〜Ｒ５はヘテロ原子を含んでいてもよい炭化水素基、一部又は全てが相互に結合して環構造を形成してもよい；ＸはＮ、Ｏ又はＳ、但し、ＸがＯ又はＳの場合はＲ５は無い；Ａは炭化水素基）【選択図】なし

  即使使用难以分离且稳定性较低的羧酸酯化合物作为底物，也能制备所需的酰胺化合物，提供一种基质适用性高、新颖的酰胺化合物制备方法。通过使含氮化合物与碳酸二酯化合物反应，得到含有特定羧酸酯化合物的反应液，然后不对该羧酸酯化合物进行分离，而是与异氰酸酯化合物反应，从而制备由式（5）表示的酰胺化合物的方法。（R3-R5可为含有杂原子的烃基，部分或全部可相互结合形成环结构；X为N、O或S，但当X为O或S时，R5不存在；A为烃基）【选择图】无
• Amidate compound, catalyst for polyurethane production, and method for producing polyurethane resin
  申请人：KOEI CHEMICAL COMPANY, LIMITED

  公开号：US10689478B2

  公开（公告）日：2020-06-23

  Provided is an amidate compound represented by the formula (1): wherein A is a substituted or unsubstituted hydrocarbon group, n is an integer of 1 or more, and D is a nitrogen-containing organic group represented by the formula (2): wherein R1, R2, and R3 are the same or different, and are each a hydrocarbon group that may contain a heteroatom; some or all of R1, R2, and R3 may be bonded together to form a ring structure; X is a nitrogen atom, an oxygen atom, or a sulfur atom; and a is 0 or 1, wherein a is 1 when X is a nitrogen atom, and a is 0 when X is an oxygen atom or a sulfur atom.

  提供的是由式（1）表示的酰胺化合物：其中A是取代或未取代的碳氢基团，n是大于或等于1的整数，D是由式（2）表示的含氮有机基团：其中R1、R2和R3相同或不同，均为可能含有杂原子的碳氢基团；R1、R2和R3中的一些或全部可能结合在一起形成环结构；X是氮原子、氧原子或硫原子；a为0或1，当X为氮原子时，a为1，当X为氧原子或硫原子时，a为0。
• Optimised microwave-assisted synthesis of methylcarbonate salts: a convenient methodology to prepare intermediates for ionic liquid libraries
  作者：John D. Holbrey、Robin D. Rogers、Saloni S. Shukla、Cecilia D. Wilfred

  DOI：10.1039/b918713h

  日期：——

  The reaction of 1-butylpyrrolidine with dimethyl carbonate to yield the ionic liquid precursor, 1-butyl-1-methylpyrrolidinium methylcarbonate, has been investigated under microwave heating conditions and the reaction parameters optimised to achieve 100% yield of the pyrrolidinium salt with no by-products in under 1 h. The reactions of tributylamine, trioctylphosphine, and 1-butylimidazole with dimethyl carbonate under comparable conditions have also been evaluated, yielding the corresponding methylcarbonate salts which can be used as intermediates for the preparation of halide-free ionic liquids without generating any undesirable salt wastes.

  1-丁基吡咯烷与碳酸二甲酯在微波加热条件下反应生成离子液体前体1-丁基-1-甲基吡咯烷基甲基碳酸酯的研究已经进行，并优化了反应参数以在不到1小时内实现100%产率的吡咯烷盐且无副产物。此外，研究了三丁胺、三辛基膦和1-丁基咪唑在类似条件下与碳酸二甲酯的反应，生成了相应的甲基碳酸盐盐，这些中间体可用于制备无卤离子液体，且不会产生任何不良盐废物。