1-Butyl-3-methylimidazolium hexafluorophosphate Chemical Properties

Melting point:

6.5 °C

Boiling point:

>340°C

Density 

1.38 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.41

Flash point:

>350°C

storage temp. 

Store below +30°C.

solubility 

Acetone, Methanol

form 

Viscous Liquid

Specific Gravity

1.396

color 

Clear colorless to pale yellow

PH

5 (H2O, 20℃)

Water Solubility 

Miscible with dichloromethane, chloroform, ethyl acetate. Immiscible with water, diethyl ether and hexane.

Hydrolytic Sensitivity

4: no reaction with water under neutral conditions

Merck 

14,1581

InChIKey

IXQYBUDWDLYNMA-UHFFFAOYSA-N

CAS DataBase Reference

174501-64-5(CAS DataBase Reference)

ECW

4.2 V

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-37/39

WGK Germany 

3

F 

3-10

TSCA 

No

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-Butyl-3-methylimidazolium hexafluorophosphate Usage And Synthesis

Conductivity

1.92 mS/cm

Chemical Properties

Clear pale yellow oil

Uses

those consisting of tetrafluoroborate, alkylsulfate, alkylsulfonate, carboxylate, or phosphate anions are hydrophilic and are completely dissolved in water. Dupont and coworkers first reported stable hydrophobic imidazolium salt, 1-butyl-3-methylimidazolium hexafluorophosphate ([C4mim][PF6]) in 1996. Since then, this salt has been used as a typical hydrophobic IL in many chemical reactions because its mixture with water forms a biphasic layer. Furthermore, this IL shows poor solubility in hexane or ether, which allows realization of an easy work-up process. However, [C4mim][PF6] was reported to be sensitive to the moisture at high temperature and produced hazardous hydrogen fluoride as it decomposed. Therefore, bis(trifluoromethanesulfonyl)amide (NTf2) salts are now recommended as the anion for preparing hydrophobic ILs.

Uses

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.

General Description

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.

1-Butyl-3-methylimidazolium hexafluorophosphate(174501-64-5)Related Product Information

• 1-Butylimidazole
• Pinacolone
• tert-Butyl methyl ether
• 2-Butoxyethanol
• Cyhalofop-butyl
• Buprofezin
• tert-Butyl peroxyacetate
• Butyl acrylate
• 1-Methylimidazole
• tert-Butyldimethylsilyl chloride
• BUTYL OLEATE
• Diethylene glycol monobutyl ether
• Butyl acetate
• Lithium hexafluorophosphate
• Hexafluorophosphate
• 3-METHYL-1-OCTYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE
• 1-BUTYL-2,3-DIMETHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE
• 1-Hexyl-3-methylimidazolium hexafluorophosphate