1-Butyl-3-methylimidazolium hexafluorophosphate

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IUPACName=1-butyl-3-methylimidazol-3-ium hexafluorophosphate
OtherNames= BMIM-PF₆
Section1=Chembox Identifiers
CASNo= 174501-64-5
PubChem=2734174
SMILES= CCCCN1C=C [N+] (=C1)C.F [P-] (F)(F)(F)(F)F
Section2=Chembox Properties
Formula=C₈H₁₅F₆N₂P
MolarMass=284.18228
Appearance= Light Yellow, Liquid
Density= 1.38 g/mL at 20 °C
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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. [cite journal | author = R.P. Swatloski, J.D. Holbrey and R.D. Rogers | title = Ionic liquids are not always green: hydrolysis of 1-butyl-3-methylimidazolium hexafluorophosphate | journal = Green Chem. | year = 2003 | volume = 5 | pages = 361–363 | doi = 10.1039/b304400a]

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. [OrgSynth | author = Dupont, J., Consorti, C., Suarez, P., de Souza, R. | title = Preparation of 1-Butyl-3-methyl imidazolium-based Room Temperature Ionic Liquids | collvol = 10 | collvolpages = 184 | year = 2004 | prep = v79p0236]

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olubility

*soluble: 1-butyl-3-methylimidazolium tetrafluoroborate, ...
*non-soluble: diethyl ether, water

References

Further reading

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