1-Butyl-3-methylimidazolium hexafluorophosphate

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1-Butyl-3-methylimidazolium hexafluorophosphate
File:ILfromOS.svg
BMIM cation and PF6 anion
Names
Preferred IUPAC name
1-Butyl-3-methyl-1H-imidazol-3-ium hexafluoro-λ5-phosphanuide
Other names
BMIM-PF6
Identifiers
3D model (JSmol)
ChemSpider
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UNII
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  • InChI=1S/C8H15N2.F6P/c1-3-4-5-10-7-6-9(2)8-10;1-7(2,3,4,5)6/h6-8H,3-5H2,1-2H3;/q+1;-1 checkY
    Key: IXQYBUDWDLYNMA-UHFFFAOYSA-N checkY
  • InChI=1/C8H15N2.F6P/c1-3-4-5-10-7-6-9(2)8-10;1-7(2,3,4,5)6/h6-8H,3-5H2,1-2H3;/q+1;-1
    Key: IXQYBUDWDLYNMA-UHFFFAOYAH
  • CCCCN1C=C[N+](=C1)C.F[P-](F)(F)(F)(F)F
  • CCCCn1cc[n+](c1)C.F[P-](F)(F)(F)(F)F
Properties
C8H15F6N2P
Molar mass 284.186 g·mol−1
Appearance Light yellow liquid
Density 1.38 g/mL (20 °C)
Melting point −8 °C (18 °F; 265 K)
insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Butyl-3-methylimidazolium hexafluorophosphate, also known as BMIM-PF6, is a viscous, colourless, hydrophobic and non-water-soluble ionic liquid with a melting point[1] of −8 °C. Together with 1-butyl-3-methylimidazolium tetrafluoroborate, BMIM-BF4, it is one of the most widely studied ionic liquids. It is known to very slowly decompose in the presence of water.[2]

Preparation and uses

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BMIM-PF6 is commercially available. It may be obtained in two steps: BMIM-Cl is synthesized by alkylating 1-methylimidazole with 1-chlorobutane. A metathesis reaction with potassium hexafluorophosphate gives the desired compound; the tetrafluoroborate may be prepared by analogously using potassium tetrafluoroborate.[3]

File:BMIM.png


BMIM-PF6 has been investigated in electrochemistry where it serves both as solvent and electrolyte,[4] and in electrochemical CO2 reduction.[5]

See also

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References

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Further reading

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