C4mim

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1-n-Butyl-3-methylimidazolium
Kekulé, skeletal formula of a 1-n-Butyl-3-methylimidazolium minor tautomer
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C8H15N2/c1-3-4-5-10-7-6-9(2)8-10/h6-8H,3-5H2,1-2H3/q+1
    Key: IQQRAVYLUAZUGX-UHFFFAOYSA-N
  • CCCC[n+]1ccn(C)c1
Properties
C8H15N2+
Molar mass 139.221 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

C4mim is a shorthand for the 1-n-butyl-3-methylimidazolium cation; where C4 refers to the butyl group. It is also abbreviated Bmim, and (rarely) Bumim. Salts containing this imidazole cation are ionic liquids. A common example of such is [C4mim][Cl], or 1-n-butyl-3-methylimidazolium chloride. Other examples include BMIM-PF6, [Bmim]BF4,[1] and C4mim-FeCl4, the latter of which is a magnetic ionic liquid.

These salts are currently of interest in industry due to their ability to be infinitely recycled and their amenability to solvation at room temperature, making them excellent green solvents. C4mim is based on the parent compound 1-butyl-3-methylimidazole with one electron removed from the imidazole arene group. The stability of this cation lies in the fact that the resulting electronic vacancy is delocalized across the arene group, albeit unequally so.

Chemical structure of 1-n-butyl-3-methylimidazolium chloride

See also[edit]

References[edit]

  1. ^ Banerjee, Bubun (21 September 2017). "[Bmim]BF4: A Versatile Ionic Liquid for the Synthesis of Diverse Bioactive Heterocycles". ChemistrySelect. 2 (27): 8362–8376. doi:10.1002/slct.201701700.

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