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Sigma-Aldrich

1-Butyl-3-methylimidazolium hexafluorophosphate

≥97.0% (HPLC)

Synonym(s):

BMIMPF6

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About This Item

Empirical Formula (Hill Notation):
C8H15F6N2P
CAS Number:
174501-64-5
Molecular Weight:
284.18
MDL number:
MFCD03093295
UNSPSC Code:
12352100
PubChem Substance ID:
57652268
NACRES:
NA.22

Quality Level

200

Assay

≥97.0% (HPLC)

form

liquid

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

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General description

BMIMPF6 is used as an efficient reaction medium for various synthetic and catalytic transformations.

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T. Itoh et al.
Chemistry Letters (Jpn), 262-262 (2001)
J. Howarth et al.
Tetrahedron Letters, 41, 10319-10319 (2000)
Ionic liquids: a convenient solvent for environmentally friendly allylation reactions with tetraallylstannane.
Gordon C.
Chemical Communications (Cambridge, England), (15), 1431-1432 (1999)
1-Butyl-3-methylimidazolium Hexafluorophosphate ([Bmim] PF6)
Yao Q
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Viswanathan Swaminathan et al.
Nanoscale research letters, 6, 535-535 (2011-10-04)
The use of nanowires (NWs) for labeling, sensing, and sorting is the basis of detecting biomolecules attached on NWs by optical and magnetic properties. In spite of many advantages, the use of biomolecules-attached NWs sensing by photoelectrochemical (PEC) study is
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