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Merck
CN

70956

1-Butyl-3-methylimidazolium hexafluorophosphate

greener alternative

≥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

Key Documents

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Quality Level

200

Assay

≥97.0% (HPLC)

form

liquid

greener alternative product characteristics

Catalysis
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refractive index

n20/D 1.411 (lit.)

density

1.38 g/mL at 20 °C (lit.)

greener alternative category

Aligned

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.

Features and Benefits

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is an environmentally benign and has been enhanced for catalytic efficiency. Click here for more information.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH6405
BCBV9615
BCBR0137V
BCBM4297V
BCBK9617V

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J. Howarth et al.
Tetrahedron Letters, 41, 10319-10319 (2000)
T. Itoh et al.
Chemistry Letters (Jpn), 262-262 (2001)
1-Butyl-3-methylimidazolium Hexafluorophosphate ([Bmim] PF6)
Yao Q
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Ionic liquids: a convenient solvent for environmentally friendly allylation reactions with tetraallylstannane.
Gordon C.
Chemical Communications (Cambridge, England), (15), 1431-1432 (1999)
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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