1-butyl-3-methyl-1,2,3-triazolium iodide | 1231618-91-9

• 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-methyl-1,2,3-triazolium iodide
• 英文别名: 1-Butyl-3-methyltriazol-3-ium;iodide
• CAS: 1231618-91-9
• 化学式: C₇H₁₄N₃*I
• 分子量: 267.113
• InChiKey: PCVUELAONYWNLA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.49
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-butyl-3-methyl-1,2,3-triazolium iodide 在 六氟磷酸锂 作用下， 以 水 为溶剂， 反应 11.0h， 以83%的产率得到1-methyl-3-butyl-1,2,3-triazolium hexafluorophosphate
  参考文献：
  名称：

  1,3-二烷基-1,2,3-三唑鎓离子液体的合成及其在Baylis-Hillman反应中的应用

  摘要：

  新型的1,3-二烷基-1,2,3-三唑鎓离子液体是通过使用1-三甲基甲硅烷基乙炔和叠氮化物的点击反应合成的，是Baylis - Hillman反应的有效反应介质。在[bmTr] [PF 6 ]或[bmTr] [NTf 2 ]的反应中，可以抑制与[bmim] [PF 6 ]的C-2氢的去质子化有关的问题。1，3-二烷基-1，2，3-三唑鎓离子液体在碱性条件下是化学惰性的，并且比普通的1，3-二烷基咪唑鎓离子液体更适合于涉及碱的反应介质。

  DOI：

  10.1021/jo100618d
• 作为产物：
  描述：

  1-butyl-4-(trimethylsilyl)-1,2-3-triazole 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 192.0h， 生成 1-butyl-3-methyl-1,2,3-triazolium iodide
  参考文献：
  名称：

  Remarkably improved stability and enhanced activity of a Burkholderia cepacia lipase by coating with a triazolium alkyl-PEG sulfate ionic liquid

  摘要：

  合成了三种三唑基十辛基PEG10硫酸盐离子液体，并研究了它们对Burkholderia cepacia脂肪酶的活化作用。

  DOI：

  10.1039/c7gc02319g

文献信息

• Rational selection of the cation of an ionic liquid to control the reaction outcome of a substitution reaction
  作者：Rebecca R. Hawker、Ronald S. Haines、Jason B. Harper

  DOI：10.1039/c8cc00241j

  日期：——

  A range of ionic liquids was examined as solvents for a substitution reaction. They were chosen through rationally varying the ionic liquid cation in order to enhance the rate constant. Access to charge and electron-withdrawing substituents benefitted rate enhancement, allowing ionic liquids to be rationally selected to control reaction outcome.

  检查了一定范围的离子液体作为取代反应的溶剂。通过合理地改变离子液体阳离子来选择它们，以提高速率常数。接触电荷和吸电子取代基有助于提高速率，从而可以合理地选择离子液体来控制反应结果。
• Ready Access to Anhydrous Anionic Lanthanide Acetates by Using Imidazolium Acetate Ionic Liquids as the Reaction Medium
  作者：Guillaume Bousrez、Olivier Renier、Steven P. Kelley、Brando Adranno、Elnaz Tahavori、Hatem M. Titi、Volodymyr Smetana、Si‐Fu Tang、Anja‐Verena Mudring、Robin D. Rogers

  DOI：10.1002/chem.202100141

  日期：2021.9.15

  used. A reaction with an IL : Ln-salt ratio of 5 : 1, where Ln=Nd, Sm, and Gd, led exclusively to the polymer, whilst for the heaviest lanthanides (Dy−Lu) the dimer was observed. Reaction with Eu and Tb resulted in a mixture of both polymeric and dimeric forms. When the amount of IL and/or the size of the cation was increased, the reaction led to only the dimeric compound for all the lanthanide series

  镧系元素乙酸盐配位化合物的获取面临着镧系元素配位水的趋势和过多的乙酸盐配位模式的挑战。通过用规定比例的离子液体 (IL) 1-乙基-3-甲基咪唑鎓乙酸盐 ([C 2 mim][OAc]) 处理镧系氯化物水合物，开发了一种简单、可重复的合成程序。该反应途径产生两种同构结晶无水配位配合物，聚合的 [C 2 mim] n [Ln 2 (OAc) 7 } n ] 和二聚的 [C 2 mim] 2 [Ln 2 (OAc) 8 ]，基于离子大小和所用 IL 的比例。 IL：Ln-盐比例为 5：1 的反应（其中 Ln=Nd、Sm 和 Gd）仅产生聚合物，而对于最重的镧系元素 (Dy−Lu)，观察到二聚体。与Eu和Tb的反应产生聚合物和二聚形式的混合物。当IL的量和/或阳离子的尺寸增加时，反应仅产生所有镧系元素的二聚化合物。所得盐的晶体学分析揭示了三种不同类型的金属-乙酸盐配位模式，其中η 2 μκ 2在两种结构类型中最具代表性。
• 1-Alkyl-3-methyl-1,2,3-triazolium [NTf2] ionic liquids: synthesis and properties
  作者：Zachary K. Reeder、Abigail M. Adler、Kevin M. Miller

  DOI：10.1016/j.tetlet.2015.11.107

  日期：2016.1

  A series of 1-alkyl-3-methyl-1,2,3-triazolium bis(trifluoromethylsulfonyl)imide [NTf2] ionic liquids were prepared synthetically using azide-alkyne 'click' cyclization chemistry and their physicochemical and thermal properties were determined. Increasing the alkyl chain length resulted in increased viscosities and higher thermal transitions (T-g or T-m) with depressed molar conductivities. Walden plot analysis indicated that the Tonicity of 1-butyl-3-methyl-1,2,3-triazolium [NTf2] was comparable to the analogous imidazolium system and higher than the 1,2,4-triazolium equivalent. (C) 2015 Elsevier Ltd. All rights reserved.
• Azolium-based systems: application of an anion exchange resin (A- form) method and 1H NMR analysis of the charged-assisted (C–H)+•anion hydrogen bonds
  作者：Immaculada Dinares、Neus Mesquida、Anna Ibáñez、Ermitas Alcalde

  DOI：10.3998/ark.5550190.p008.203

  日期：——

  The counteranion exchange of quaternary 1,2,3-triazolium salts was examined using a simple method that permitted halide ions to be swap for a variety of anions using an anion exchange resin (A(_)form). The method was applied to 1,2,3-triazolium-based ionic liquids and the iodide-to- anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Additionally, an anion exchange resin (N3(_)form) was used to obtain the benzyl azide from benzyl halide under mild reaction. Likewise, following a similar protocol, bis(azidomethyl)arenes were also synthesized in excellent yields. The results of a proton NMR spectroscopic study of simple azolium-based ion pairs are discussed, with attention focused on the significance of the charged-assisted (C-H)(+...) anion hydrogen bonds of simple azolium systems such as 1-butyl-3-methylimidazolium and 1-benzyl-3-methyl-1,2,3-triazolium salts.
• Substituent Effects on Physical Properties of Azole Based Ionic Liquids
  作者：Satoshi Kitaoka、Shinnosuke Nishinaka、Kaoru Nobuoka

  DOI：10.3987/com-21-14572

  日期：——