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Merck

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
NACRES:
NA.22
PubChem Substance ID:
57652268
UNSPSC Code:
12352100
MDL number:
MFCD03093295
Assay:
≥97.0% (HPLC)
Form:
liquid

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

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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)
Lipase-catalyzed enantioselective acylation in the ionic liquid solvent system: reaction of enzyme anchored to the solvent.
Itoh T, et al.
Chemistry Letters (Jpn), 30(3), 262-263 (2001)
Carlos Adelantado et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 35(9), 1755-1766 (2018-07-12)
A simple and rapid microextraction procedure is reported on the use of ionic liquid in combination with magnetic nanocellulose hybrid nanoparticles. The procedure is ultrasound-assisted and applicable to selective preconcentration of neonicotinoid insecticides from milk samples, prior to being analysed
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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