1-(3-methylbutyl)-3-methylimidazolium bromide | 343851-38-7

• 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-(3-methylbutyl)-3-methylimidazolium bromide
• 英文别名: 1-methyl-3-(3-methylbutyl)imidazolium bromide；1-methyl-3-(3-methylbutyl)imidazol-1-ium;bromide
• CAS: 343851-38-7
• 化学式: Br*C₉H₁₇N₂
• 分子量: 233.151
• InChiKey: XUOMXIDSBNPHLE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.64
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis(trifluoromethane)sulfonimide lithium 、 1-(3-methylbutyl)-3-methylimidazolium bromide 以 水 为溶剂， 以89%的产率得到1-methyl-3-isopentyl-3H-imidazolium bis(trifluoromethanesulfonyl)amidate
  参考文献：
  名称：

  正丁烷和2-甲基丙烷（异丁烷）在具有直链和支链烷基侧链的1-烷基-3-甲基咪唑鎓基离子液体中的 溶解度†

  摘要：

  的溶解度Ñ丁烷和2-甲基丙烷（异丁烷）在三个离子液体- 1-（2-甲基丙基）-3-甲基咪唑鎓双（三氟甲基磺酰）亚胺[（2MC 3）C 1 IM] [NTF 2 ]，1- （3-甲基丁基）-3-甲基咪唑双（三氟甲基磺酰基）酰亚胺[（3mC 4）C 1 im] [Ntf 2 ]和1-甲基-3-戊咪唑双（三氟甲基磺酰基）酰亚胺[C 5 C 1 im] [Ntf 2 ] –在303至343 K的大气压下进行测量。在所有离子液体中，异丁烷的溶解度均低于正丁烷。亨利的常数范围为13.8×10 5 PaÑ丁烷在[C 5 C ^ 1 IM] [NTF 2 ]在303 K至64.5×10 5 Pa下在异丁烷[（2MC 3）C 1 IM] [NTF 2 ]在343 K.的之间的溶解度的差异两种气体可以用对正丁烷更负的溶剂化焓来解释。通过分子动力学模拟对纯溶剂和气体溶液进行结构分析，可以解释在系统中发现的差异：

  DOI：

  10.1039/c5cp05572e
• 作为产物：
  描述：

  N-甲基咪唑 、 1-溴代异戊烷 反应 5.0h， 生成 1-(3-methylbutyl)-3-methylimidazolium bromide
  参考文献：
  名称：

  N，N'-二烷基咪唑双（九氟丁烷-1-磺酰基）酰亚胺的合成及性质：离子液体的一个新的子族

  摘要：

  一系列N，N通过用各种易于获得的烷基化试剂对咪唑衍生物进行季铵化，然后与高度稳定且不吸湿的双（九氟丁烷-1-磺酰基）酰亚胺进行阴离子交换，可以高收率合成'-二烷基咪唑双（九氟丁烷-1-磺酰基）酰亚胺。后者通过改进的方法从氯化铵和九氟丁烷-1-磺酰氟开始获得。如此获得的季咪唑鎓盐构成了一个新的热稳定且疏水性强的离子液体亚家族，其熔点在0–40°C范围内，在水和有机溶剂（芳烃，二烷基醚）中的溶解度在0.5–1.5范围内重量％。离子液体可以很容易地从离子副产物（例如，通过水萃取，然后在高真空下彻底干燥而不会损失收率。由于上述特征，这些新的离子液体在重复催化过程中可被视为有前途的可循环介质。

  DOI：

  10.1016/j.tet.2006.01.015

文献信息

• Novel Pt(II) Mono- and Biscarbene Complexes: Synthesis, Structural Characterization and Application in Hydrosilylation Catalysis
  作者：Jian Jin Hu、Fuwei Li、T. S. Andy Hor

  DOI：10.1021/om800978j

  日期：2009.2.23

  interactions with metal or its coordinated bromide and intermolecular H-bonding between heterocyclic proton with bromide are evident in some of these structures. These complexes are active in the hydrosilylation of terminal alkynes (phenylacetylene and trimethylsilylacetylene) with triethylsilane and bis(trimethylsiloxy)methylsilane. When phenylacetylene is used, the monocarbene complexes (1−3) show

  与PTBR咪唑和苯并咪唑卤化物的反应2和PTI 2在DMSO中得到的顺式-Pt（II）杂环卡宾DMSO混合配体配合物1 - 3和双卡宾络合物4 - 6。CH 3 CN中的1,3-二苄基苯并咪唑鎓溴化物与PtBr 2之间的反应未产生卡宾络合物，但生成了六溴铂铂（IV）苯并咪唑鎓盐7。所有产品均已通过NMR和ESI-MS光谱以及X射线单晶衍射研究进行了充分表征。在这些结构中的某些结构中，分子内的γ-氢化物与金属或其配位的溴化物的相互作用以及杂环质子与溴化物之间的分子间H键均很明显。这些配合物在末端炔烃（苯基乙炔和三甲基甲硅烷基乙炔）与三乙基硅烷和双（三甲基甲硅烷氧基）甲基硅烷的硅氢加成反应中具有活性。当使用苯乙炔，所述monocarbene复合物（1 - 3）显示出比双卡宾螯合类似物（更高的催化活性5和6）。非螯合双卡宾复合物4给出了不同的选择性模式有利于β（Ž相比时）和脱氢硅烷化产品1 -
• Synthesis and properties of N,N′-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides: a new subfamily of ionic liquids
  作者：Ser Kiang Quek、Ilya M. Lyapkalo、Han Vinh Huynh

  DOI：10.1016/j.tet.2006.01.015

  日期：2006.3

  derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1-sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably

  一系列N，N通过用各种易于获得的烷基化试剂对咪唑衍生物进行季铵化，然后与高度稳定且不吸湿的双（九氟丁烷-1-磺酰基）酰亚胺进行阴离子交换，可以高收率合成'-二烷基咪唑双（九氟丁烷-1-磺酰基）酰亚胺。后者通过改进的方法从氯化铵和九氟丁烷-1-磺酰氟开始获得。如此获得的季咪唑鎓盐构成了一个新的热稳定且疏水性强的离子液体亚家族，其熔点在0–40°C范围内，在水和有机溶剂（芳烃，二烷基醚）中的溶解度在0.5–1.5范围内重量％。离子液体可以很容易地从离子副产物（例如，通过水萃取，然后在高真空下彻底干燥而不会损失收率。由于上述特征，这些新的离子液体在重复催化过程中可被视为有前途的可循环介质。
• Solubility of n-butane and 2-methylpropane (isobutane) in 1-alkyl-3-methylimidazolium-based ionic liquids with linear and branched alkyl side-chains
  作者：Laure Pison、Karina Shimizu、George Tamas、José Nuno Canongia Lopes、Edward L. Quitevis、Margarida F. Costa Gomes

  DOI：10.1039/c5cp05572e

  日期：——

  is less soluble than n-butane in all the ionic liquids. Henry's constant values range from 13.8 × 105 Pa for n-butane in [C5C1im][Ntf2] at 303 K to 64.5 × 105 Pa for isobutane in [(2mC3)C1im][Ntf2] at 343 K. The difference in solubility between the two gases can be explained by a more negative enthalpy of solvation for n-butane. A structural analysis of the pure solvents and of the solutions of the

  的溶解度Ñ丁烷和2-甲基丙烷（异丁烷）在三个离子液体- 1-（2-甲基丙基）-3-甲基咪唑鎓双（三氟甲基磺酰）亚胺[（2MC 3）C 1 IM] [NTF 2 ]，1- （3-甲基丁基）-3-甲基咪唑双（三氟甲基磺酰基）酰亚胺[（3mC 4）C 1 im] [Ntf 2 ]和1-甲基-3-戊咪唑双（三氟甲基磺酰基）酰亚胺[C 5 C 1 im] [Ntf 2 ] –在303至343 K的大气压下进行测量。在所有离子液体中，异丁烷的溶解度均低于正丁烷。亨利的常数范围为13.8×10 5 PaÑ丁烷在[C 5 C ^ 1 IM] [NTF 2 ]在303 K至64.5×10 5 Pa下在异丁烷[（2MC 3）C 1 IM] [NTF 2 ]在343 K.的之间的溶解度的差异两种气体可以用对正丁烷更负的溶剂化焓来解释。通过分子动力学模拟对纯溶剂和气体溶液进行结构分析，可以解释在系统中发现的差异：
• Synthesis, Structure and Property of 5‐Aminotetrazolate Room‐Temperature Ionic Liquids
  作者：Guo‐Hong Tao、Meng Tang、Ling He、Shun‐Ping Ji、Fu‐De Nie、Ming Huang

  DOI：10.1002/ejic.201200065

  日期：2012.6

  AbstractEight 5‐aminotetrazolate (AT) salts based on the 1,2,3‐trimethylimidazolium (1), 1,3‐dimethylimidazolium (2), 1‐ethyl‐3‐methylimidazolium (3), 1‐butyl‐3‐methylimidazolium (4), 1‐isobutyl‐3‐methylimidazolium (5), 1‐(3′‐methylbutyl)‐3‐methylimidazolium (6), 1‐hexyl‐3‐methylimidazolium (7) and 1‐methyl‐3‐octylimidazolium (8) cations have been synthesized in high yields and fully characterized by IR and NMR spectroscopy and elemental analysis. White plate crystals of 1 were isolated in methanol/diethyl ether and crystallized. Both the AT anion and the 1,2,3‐trimethylimidazolium cation in 1 were delocalized. Differential scanning calorimetry (DSC) combined with thermogravimetric analysis (TGA) tests were used to assess the thermal stabilities of the AT salts. These salts decomposed within the temperature range 230 °C–262 °C. Salts 3–8 are very fluent room‐temperature ionic liquids, whose glass transition temperatures are low. Their viscosities at 30 °C are in the range from 92 cP to 208 cP. A correlation between the viscosity and temperature was found, and the ionic liquids to do not display an Arrhenius temperature behaviour. In addition, the standard enthalpies of formation of salts 1–8 were investigated and analyzed by the theoretical methods. Salt 2 with the 1,3‐dimethylimidazolium cation gave the highest positive enthalpy of formation. For the assessment of the energetic character of the AT salts, impact sensitivities and friction sensitivities were recorded. These AT salts are insensitive to impact (>40 J) and friction (>360 N) confirmed by UN standards. The reactions of these AT salts with 100 % HNO3 were also determined.
• Effect of Alkyl Chain Branching on Physicochemical Properties of Imidazolium-Based Ionic Liquids
  作者：Lianjie Xue、Eshan Gurung、George Tamas、Yung P. Koh、Michael Shadeck、Sindee L. Simon、Mark Maroncelli、Edward L. Quitevis

  DOI：10.1021/acs.jced.5b00658

  日期：2016.3.10

  thermally more stable than branched ILs. Pulsed-gradient spin–echo (PGSE) NMR diffusion measurements show that the self-diffusion coefficients of the ions vary inversely with the viscosities according to the Stokes–Einstein (SE) equation. The hydrodynamic radii of the cations and anions of linear ILs calculated from the SE equation however are consistently higher than those of the corresponding branched

  支链离子液体（ILs）1-（异烷基）-3-甲基咪唑鎓双[（三氟甲烷）磺酰基]酰胺（[（N  – 2）mC N -1 C 1 im] [NTf 2 ]，N = 3– 7）合成并对其理化性质进行了表征，并与线性ILs 1-（n-烷基）-3-甲基咪唑鎓双[（三氟甲烷）磺酰基]酰胺（[C N C 1 im] [NTf 2 ]与N = 3–7）。对于N = 4–7，支链IL的密度[（N  – 2）mC N –1 C 1 im] [NTf2 ]在测量的标准不确定度内与其线性模拟[C N C 1 im] [NTf 2 ]相同。在N＝ 3 [1mC 2 C 1 im] [NTf 2 ] / [C 3 C 1 im] [NTf 2 ]对的情况下，支链IL的密度比线性IL的密度高0.13％。对于具有给定N的支链/线性IL对，支链IL的玻璃化转变温度T g，熔融温度T m和粘度η高于线性IL。[2mC 3 C1