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70956 Sigma-Aldrich

1-Butyl-3-methylimidazolium hexafluorophosphate

≥97.0% (HPLC)

Synonym: BMIMPF6

  • CAS Number 174501-64-5

  • Empirical Formula (Hill Notation) C8H15F6N2P

  • Molecular Weight 284.18

  •  MDL number MFCD03093295

  •  PubChem Substance ID 57652268

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Imidazolium ionic liquids, Ionic Liquids, Specialty Synthesis
Quality Level   200
assay   ≥97.0% (HPLC)
refractive index   n20/D 1.411 (lit.)
density   1.38 g/mL at 20 °C (lit.)
SMILES string   F[P-](F)(F)(F)(F)F.CCCCn1cc[n+](C)c1
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
InChI key   IXQYBUDWDLYNMA-UHFFFAOYSA-N

Description

General description

1-Butyl-3-methylimidazolium hexafluorophosphate is an imidazolium-based, hydrophobic, room temperature ionic liquid (RTIL). It can be prepared by reacting 1-methylimidazole with chlorobutane. Gaseous hydrofluorocarbons (HFCs) such as fluoromethane, fluoroethane and 1,1,2,2-tetrafluoroethane are soluble in BMIMPF6.

Application

1-Butyl-3-methylimidazolium hexafluorophosphate is an ionic liquid employed in many environmentally friendly reactions.

It can also be used as a medium for reactions such as:
• Ring-closing metathesis of diene and enyne substrates in the presence of a novel recyclable ruthenium carbene complex.
• Nickel(II)acetylacetonate catalyzed oxidation of aromatic aldehydes to the corresponding acids using dioxygen as the oxidant.
• Lipase-catalyzed enantioselective acylation of allylic alcohols.
• Allylation of aldehydes using tetraallylstannane to yield homoallylic alcohols.

Packaging

5, 50, 250 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Enzymatic Reactions in Ionic Liquids

Dr. F. Bordusa, Max Planck Research Unit for Enzymology of Protein Folding, Weinbergweg 22, 06120 Halle/Saale, Germany.
Dr. F. Bordusa
ChemFiles 2005, 5.6, 13.
Keywords: Acylations, Asymmetric synthesis, Enzyme activity, Enzymology, Esterifications, Glycosylations, Immobilization, Solvents

Peer-Reviewed Papers
15

References

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