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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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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Gaseous absorption of fluoromethane, fluoroethane, and 1, 1, 2, 2-tetrafluoroethane in 1-butyl-3-methylimidazolium hexafluorophosphate.
Shiflett MB and Yokozeki A.
Industrial & Engineering Chemistry Research, 45(18), 6375-6382 (2006)
Gulcin Bolat et al.
Sensors (Basel, Switzerland), 18(3) (2018-03-08)
Malathion (MLT) is an organophosphorous type pesticide and having seriously high toxicity and electrochemical platforms for rapid, simple, inexpensive and sensitive determination of pesticides is still a special concern. This paper describes a simple preparation of a composite film consisting
Oxidation of aromatic aldehydes in the ionic liquid [bmim] PF6.
Howarth J.
Tetrahedron Letters, 41(34), 6627-6629 (2000)
Ionic liquids: a convenient solvent for environmentally friendly allylation reactions with tetraallylstannane.
Gordon C.
Chemical Communications (Cambridge, England), (15), 1431-1432 (1999)
Olefin Metathesis in the Ionic Liquid 1?Butyl?3?methylimidazolium Hexafluorophosphate Using a Recyclable Ru Catalyst: Remarkable Effect of a Designer Ionic Tag.
Yao Q and Zhang Y
Angewandte Chemie (International Edition in English), 42(29), 3395-3398 (2003)
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