Misplaced Pages

1-Butyl-3-methylimidazolium hexafluorophosphate

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Redirected from 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
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.203.179 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
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;-1Key: IXQYBUDWDLYNMA-UHFFFAOYSA-N
  • 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;-1Key: IXQYBUDWDLYNMA-UHFFFAOYAH
SMILES
  • CCCCN1C=C(=C1)C.F(F)(F)(F)(F)F
  • CCCCn1cc(c1)C.F(F)(F)(F)(F)F
Properties
Chemical formula C8H15F6N2P
Molar mass 284.186 g·mol
Appearance Light yellow liquid
Density 1.38 g/mL (20 °C)
Melting point −8 °C (18 °F; 265 K)
Solubility in water insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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 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.

Preparation and uses

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.


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

See also

References

  1. Mihkel Koel (2008). Ionic Liquids in Chemical Analysis. CRC Press. p. xxvii. ISBN 978-1-4200-4646-5.
  2. R.P. Swatloski; J.D. Holbrey & 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". Organic Syntheses; Collected Volumes, vol. 10, p. 184.
  4. Álvaro Pérez-Salado Kamps, Dirk Tuma, Jianzhong Xia, Gerd Maurer (2003), Solubility of CO2 in the Ionic Liquid , vol. 48, pp. 746–749, doi:10.1021/je034023f{{citation}}: CS1 maint: multiple names: authors list (link)
  5. Yeonji Oh, Xile Hu (2015), Ionic liquids enhance the electrochemical CO2 reduction catalyzed by MoO2, vol. 51, pp. 13698–13701, doi:10.1039/C5CC05263G

Further reading

Hexafluorophosphates
Categories: