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 Image 1
Image 2
Properties
Molecular formula C8H15F6N2P
Molar mass 284.18228
Appearance Light Yellow, Liquid
Density 1.38 g/mL at 20 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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 and is commercially available from most of the major international suppliers of chemicals. It is known to very slowly decompose in the presence of water.[1]

Contents

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]

Solubility

References

  1. ^ 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. 
  2. ^ Dupont, J., Consorti, C., Suarez, P., de Souza, R. (2004), "Preparation of 1-Butyl-3-methyl imidazolium-based Room Temperature Ionic Liquids", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=v79p0236 ; Coll. Vol. 10: 184 

Further reading