N-十六烷基苯并咪唑 | 333765-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: N-十六烷基苯并咪唑
• 英文名称: 1-hexadecanylbenzimidazole
• 英文别名: 1-hexadecylbenzimidazole；1-hexadecyl-1H-benzimidazole；1-Hexadecyl-1H-benzimidazol；1-Hexadecyl-1H-benzimidazole
• CAS: 333765-98-3
• 化学式: C₂₃H₃₈N₂
• 分子量: 342.568
• InChiKey: RWMRETJLJRUDMC-UHFFFAOYSA-N

物化性质

• 沸点：
  466.4±28.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-十六烷基苯并咪唑 以 甲醇 、 乙腈 为溶剂， 反应 84.0h， 生成
  参考文献：
  名称：

  基于全氟烷基酯和羧酸铁（iii）的疏水性磁性离子液体的物理化学和磁性性质的合成与表征†

  摘要：

  磁性离子液体（MIL）是一类新型的离子液体（IL），其化学结构中包含顺磁性成分。尽管可以使用便宜且相对简单的方法来合成基于咪唑鎓的MIL，但这些化合物通常是水溶性的，这限制了它们在水性应用中的用途。在这项研究中，合成和表征了两类疏水性MIL，包括基于全氟丁酸酯和Fe（III）羧酸盐的MIL。用氟化取代基对阳离子进行官能化得到的MIL浓度低至0.1％（w / v）时不溶于水溶液。与依赖顺磁性阴离子的传统MILs相比，Fe（III）基于羧酸盐的MILs的制备是在阳离子部分中具有能够螯合顺磁性Fe（III）中心的羧酸盐配体。铁（的疏水特性III）羧酸酯类密耳，随后通过将双控制[（三氟甲基）磺酰基]酰亚胺（[NTF 2 - ] - ）阴离子，导致了不溶于水溶液在0.1％密耳（瓦特/ v）。这种合成策略具有通过在不牺牲顺磁特性的前提下灵活地结合特定任务阴离子来赋予MIL双重功能的潜力。摩尔磁化率（χ米）和有效磁矩（μ

  DOI：

  10.1039/c5ra25002a
• 作为产物：
  描述：

  苯并咪唑 、 溴代十六烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.33h， 以98%的产率得到N-十六烷基苯并咪唑
  参考文献：
  名称：

  对于一种有效的策略Ñ在SDS-水性碱性介质中和苯并咪唑/咪唑的烷基化Ñ苯并咪唑的烷基化诱导开环

  摘要：

  在碱性水-SDS系统中，在无挥发性有机溶剂的条件下，已开发出咪唑和苯并咪唑衍生物的N -1烷基化的可持续途径。通过抑制不同底物引起的溶解度问题，将SDS掺入反应介质中可提高反应速率。该方法在较短的反应时间内提供了高产率的烷基化产物。对于反应性烷基卤，反应在环境温度下进行，而对于反应性较低的烷基卤，则需要55–60°C才能完成烷基化过程。当使用多于两个当量的烷基卤时，在60℃下观察到N-烷基化引起的苯并咪唑衍生物中的杂环向多官能芳族化合物的开环。

  DOI：

  10.1016/j.tet.2018.08.029

文献信息

• Magnetic ionic liquids, methods of making and uses thereof as solvents in the extraction and preservation of nucleic acids
  申请人：The University of Toledo

  公开号：US10752648B2

  公开（公告）日：2020-08-25

  Described herein are methods for making and using magnetic ionic liquid that have at least one cationic component and at least one anionic component, where at least one of the cationic components or the anionic components is a paramagnetic component. The magnetic ionic liquids are capable of manipulation by an external magnetic field.

  本文描述了制备和使用具有至少一个阳离子组分和至少一个阴离子组分的磁性离子液体的方法，其中至少一个阳离子组分或阴离子组分是顺磁性组分。这些磁性离子液体能够被外部磁场操控。
• Au(i)-benzimidazole/imidazole complexes. Liquid crystals and nanomaterials
  作者：S. J. Hsu、K. M. Hsu、Max K. Leong、Ivan J. B. Lin

  DOI：10.1039/b717787a

  日期：——

  Three series of Au(I)-imidazole complexes with stoichiometries of [Au(Cn-bim)Cl], [Au(Cn-im)Cl], and [Au(Cn-im)2][NO3]·2H2O (Cn-bim = N–CnH2n+1-substituted benzimidazole and Cn-im = N–CnH2n+1-substituted imidazole) together with the compound of [Au(C18-bim)2][NO3] are synthesiszed. Typical structures of each series are determined by single crystal X-ray diffraction. The last series of compounds, are liquid crystals, and exhibit a wider mesophase range than their Ag(I) analogues. These Au(I) complexes form Au nanostructures both through chemical reduction or thermolysis. For the first time, N-long chain imidazole is utilized to stabilize colloidal Au in solution. Also for the first time, unique examples of simple thermolysis to produce large Au plates of nanothickness are demonstrated. Formation of a plate-like morphology through fusion of sphere-like nanoparticles at an early stage is evidenced by TEM images.

  合成了三类Au(I)-咪唑配合物，其化学计量比为[Au(Cn-bim)Cl]、[Au(Cn-im)Cl]和[Au(Cn-im)2][NO3]·2H2O（Cn-bim = N–CnH2n+1取代的苯并咪唑，Cn-im = N–CnH2n+1取代的咪唑），以及化合物[Au(C18-bim)2][NO3]。通过单晶X射线衍射确定了每个系列的典型结构。最后一系列化合物是液晶，并且展现出比其Ag(I)类似物更宽的介观相范围。这些Au(I)配合物通过化学还原或热解形成Au纳米结构。首次利用长链咪唑在溶液中稳定胶体Au。同时，首次展示了简单热解法以产生纳米厚度的大Au板的独特例子。透射电子显微镜（TEM）图像显示，早期阶段通过球形纳米粒子的融合形成了板状形态。
• Synthetic Strategies for Tailoring the Physicochemical and Magnetic Properties of Hydrophobic Magnetic Ionic Liquids
  作者：Omprakash Nacham、Kevin D. Clark、Honglian Yu、Jared L. Anderson

  DOI：10.1021/cm504202v

  日期：2015.2.10

  Magnetic ionic liquids (MILs) are a subclass of ionic liquids (ILs) containing paramagnetic components and are readily manipulated by an external magnetic field. Due to their hydrophilic nature, very few applications of MILs in aqueous systems have been reported. In this study, three general classes of hydrophobic MILs including monocationic, symmetrical/unsymmetrical dicationic, and symmetrical/unsymmetrical tricationic MILs were synthesized and characterized. By tuning the structure of the MIL, various physicochemical properties including water solubility, magnetic susceptibility, and melting point were regulated. MILs synthesized with the benzimidazolium cation were shown to exhibit lower water solubility (0.1% (w/v)) when compared to those containing imidazolium cations (0.25% (w/v)). By incorporating asymmetry into the cationic component of the MIL, the melting point of dicationic MILs was lowered while the effective magnetic moment (mu eff) and hydrophobicity remained unchanged. Tricationic MILs paired with three [FeCl3Br ] anions exhibited an mu eff as high as 11.76 Bohr magnetons (mu B), the highest ever reported for MILs. The synthetic strategies employed in this study facilitate the generation of hydrophobic MILs that show great promise for liquidliquid extraction and catalytic studies where the MIL can be easily removed or in microfluidic applications where the MIL microdroplet can be manipulated by an external field.
• Tanaka; Kato, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1943, vol. 63, p. 593
  作者：Tanaka、Kato

  DOI：——

  日期：——
• N-alkylierte quartäre stickstoffhaltige Heterozyklen, Verfahren zu deren Herstellung und deren Verwendung in Arzneimitteln
  申请人：MEDICE Chem.-Pharm. Fabrik Pütter GmbH & Co. KG

  公开号：EP0262343B1

  公开（公告）日：1996-01-03