1-Butyl-3-methylimidazolium hexafluorophosphate
Synonym(s):BMIMPF6
- CAS NO.:174501-64-5
- Empirical Formula: C8H15F6N2P
- Molecular Weight: 284.18
- MDL number: MFCD03093295
- EINECS: 678-095-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-01 18:09:03
What is 1-Butyl-3-methylimidazolium hexafluorophosphate?
Conductivity
1.92 mS/cm
Chemical properties
Clear pale yellow oil
The Uses of 1-Butyl-3-methylimidazolium hexafluorophosphate
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.
The Uses of 1-Butyl-3-methylimidazolium hexafluorophosphate
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.
What are the applications of Application
1-Butyl-3-methylimidazolium hexafluorophosphate is an ionic liquid
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.
Properties of 1-Butyl-3-methylimidazolium hexafluorophosphate
Melting point: | 6.5 °C |
Boiling point: | >340°C |
Density | 1.38 g/mL at 20 °C (lit.) |
refractive index | n |
Flash point: | >350°C |
storage temp. | Store below +30°C. |
solubility | Acetone, Methanol |
form | Viscous Liquid |
color | Clear colorless to pale yellow |
Specific Gravity | 1.396 |
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 |
CAS DataBase Reference | 174501-64-5(CAS DataBase Reference) |
ECW | 4.2 V |
Safety information for 1-Butyl-3-methylimidazolium hexafluorophosphate
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for 1-Butyl-3-methylimidazolium hexafluorophosphate
InChIKey | IXQYBUDWDLYNMA-UHFFFAOYSA-N |
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