1-Butyl-3-methylimidazolium hexafluorophosphate

1-Butyl-3-methylimidazolium hexafluorophosphate
BMIM cation and PF6 anion
Names
IUPAC name
1-butyl-3-methylimidazol-3-ium hexafluorophosphate
Other names
BMIM-PF6
Identifiers
174501-64-5 N
ChemSpider 2015930 YesY
Jmol interactive 3D Image
Image
PubChem 2734174
Properties
C8H15F6N2P
Molar mass 284.19 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).
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Infobox references

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

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]

References

  1. Mihkel Koel (2008). Ionic Liquids in Chemical Analysis. CRC Press. p. xxvii. ISBN 1-4200-4646-2.
  2. R.P. Swatloski, J.D. Holbrey and R.D. Rogers (2003). "Ionic liquids are not always green: hydrolysis of 1-butyl-3-methylimidazolium hexafluorophosphate". Green Chem. 5 (4): 361–363. doi:10.1039/b304400a.
  3. Dupont, J., Consorti, C., Suarez, P., de Souza, R. (2004). "Preparation of 1-Butyl-3-methyl imidazolium-based Room Temperature Ionic Liquids". Org. Synth.; Coll. Vol. 10, p. 184

Further reading

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