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Sigma-Aldrich

1-Butyl-3-methylimidazolium hexafluorophosphate

≥97.0% (HPLC)

Synonyme(s) :

BMIMPF6

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5 G
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50 G
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About This Item

Formule empirique (notation de Hill) :
C8H15F6N2P
Numéro CAS:
Poids moléculaire :
284.18
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

75.00 CHF


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Niveau de qualité

Essai

≥97.0% (HPLC)

Forme

liquid

Indice de réfraction

n20/D 1.411 (lit.)

Densité

1.38 g/mL at 20 °C (lit.)

Chaîne SMILES 

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

Clé InChI

IXQYBUDWDLYNMA-UHFFFAOYSA-N

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Catégories apparentées

Description générale

BMIMPF6 is used as an efficient reaction medium for various synthetic and catalytic transformations.[1]

1-Butyl-3-methylimidazolium hexafluorophosphate is an imidazolium-based, hydrophobic, room temperature ionic liquid (RTIL).[2][3] It can be prepared by reacting 1-methylimidazole with chlorobutane.[4] Gaseous hydrofluorocarbons (HFCs) such as fluoromethane, fluoroethane and 1,1,2,2-tetrafluoroethane are soluble in BMIMPF6.[5]

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.[6]
  • Nickel(II)acetylacetonate catalyzed oxidation of aromatic aldehydes to the corresponding acids using dioxygen as the oxidant.[7]
  • Lipase-catalyzed enantioselective acylation of allylic alcohols.[8]
  • Allylation of aldehydes using tetraallylstannane to yield homoallylic alcohols.[9]

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Certificats d'analyse (COA)

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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)
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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