1-Butyl-3-methylimidazolium hexafluorophosphate

1-Butyl-3-methylimidazolium hexafluorophosphate
IUPAC name 1-butyl-3-methylimidazol-3-ium hexafluorophosphate
Other names BMIM-PF6
Identifiers
CAS number	174501-64-5
PubChem	2734174
ChemSpider	2015930 Y
Jmol-3D images	{{#if:CCCCN1C=C[N+](=C1)C.F[P-](F)(F)(F)(F)FCCCCn1cc[n+](c1)C.F[P-](F)(F)(F)(F)F|Image 1 Image 2
SMILES CCCCN1C=C[N+](=C1)C.F[P-](F)(F)(F)(F)F CCCCn1cc[n+](c1)C.F[P-](F)(F)(F)(F)F
InChI 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 Y Key: IXQYBUDWDLYNMA-UHFFFAOYSA-N Y 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
Properties
Molecular formula	C8H15F6N2P
Molar mass	284.18 g mol−1
Appearance	Light yellow liquid
Density	1.38 g/mL (20 °C)
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

1-Butyl-3-methylimidazolium hexafluorophosphate, also known as BMIM-PF₆, is a viscous, colourless, hydrophobic and non-water soluble ionic liquid. 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.^[1]

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.^[2]

References

Further reading

• S. Carda-Broch, A. Berthod, D.W. Armstrong, (2003). "Solvent properties of the 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid". Analytical and Bioanalytical Chemistry 375 (2): 191–199. doi:10.1007/s00216-002-1684-1. PMID 12560962.