1-Butyl-3-methylimidazolium hexafluorophosphate

ChemicalBook > CAS DataBase List > 1-Butyl-3-methylimidazolium hexafluorophosphate

1-Butyl-3-methylimidazolium hexafluorophosphate

ionic liquid

Product Name: 1-Butyl-3-methylimidazolium hexafluorophosphate
CAS No.: 174501-64-5
Chemical Name: 1-Butyl-3-methylimidazolium hexafluorophosphate
Synonyms: BMIMPF6;1-butyl-3-methylimidazolium hexafluorophsphate;1-N-BUTYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE;SKL1399;-3-methyL;ium hexafL;JACS-174501-64-5;1-BUTYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPH;1-BUTYL-3-METHYL-IMIDAZOLIUM HEXAFLUOROP;Butylmethylimidazolium Hexafluorophosphate
CBNumber: CB6203652
Molecular Formula: C8H15F6N2P
Formula Weight: 284.18
MOL File: 174501-64-5.mol

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1-Butyl-3-methylimidazolium hexafluorophosphate Property

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

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 18122
Product name: 1-Butyl-3-methylimidazolium hexafluorophosphate
Purity: for catalysis, ≥98.5% (T)
Packaging: 5G
Price: $150
Updated: 2024/03/01

Sigma-Aldrich

Product number: 18122
Product name: 1-Butyl-3-methylimidazolium hexafluorophosphate
Purity: for catalysis, ≥98.5% (T)
Packaging: 50g
Price: $1440
Updated: 2024/03/01

TCI Chemical

Product number: B2320
Product name: 1-Butyl-3-methylimidazolium Hexafluorophosphate
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $32
Updated: 2024/03/01

TCI Chemical

Product number: B2320
Product name: 1-Butyl-3-methylimidazolium Hexafluorophosphate
Purity: >98.0%(HPLC)(N)
Packaging: 25g
Price: $86
Updated: 2024/03/01

Alfa Aesar

Product number: L19086
Product name: 1-n-Butyl-3-methylimidazolium hexafluorophosphate, 98+%
Packaging: 5g
Price: $38.65
Updated: 2024/03/01

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1-Butyl-3-methylimidazolium hexafluorophosphate Chemical Properties,Usage,Production

ionic liquid

The ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([Bmim][PF6]) has been much studied for CO2 removal. It was first used by Blanchard et al. 1999 to enhance the solubility of CO2. The PF6 anion is responsible for high CO2 solubility in an ionic liquid. [Bmim][PF6] has higher CO2 solubility than many ionic liquids such as 1-octyl-3-methylimidazolium tetrafluoroborate ([C8mim][BF4]), 1-Butyl-3-methylimidazolium thiocyanate [Bmim][SCN], 1,3-Dimethylimidazolium methylphosphonate [Dmim][MP], 1-Hexyl-3-methylimidazolium trifluoromethane-sulfonate [C6mim][TfO], 1-Butyl-3-methylimidazolium trifluoroacetate [C4mim][TFA], 1-Octyl-3-methyl-imidazolium tetrafluoroborate [Omim][BF4], 1-Ethyl-3-methylimidazolium tetrafluoroborate [Emim][BF4], etc[1].

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.

Synthesis

81.89 g (1.0 mol) of 1-methylimidazole, 128.95 g (1.0 mol) of and 92.0 g (1.0 mol) of potassium hexafluorophosphate in a 500 ml three-necked round bottom flask with a reflux condenser at 80 °C for 12 h. 1-bromobutane De-ionized water (100 ml) was added and a bi-phase was formed. The immiscible ionic liquid layer was separated from the water phase with a separating funnel. The ionic liquid was washed with de-ionized water (2 × 50 ml) until the water phase did not react with 0.001 M aqueous silver nitrate (AgNO3). Diethyl ether(2 × 30ml) was added to the ionic liquid and separated in a separating funnel. The ionic liquid 1-Butyl-3-methylimidazolium hexafluorophosphate was dried in a vacuum for 2 h. A colourless liquid was obtained Yield (86 per cent). 1H NMRof the ionic liquid sample (300MHz, DMSO) contains peaks at δ: 9.05 (s, 1H-imidazole), 7.77 (s, 1H-imidazole), 7.65 (s, 1H-imidazole),4.16 (s, N–CH3), 3.8 (s, N–methyl), 1.8 (s, CH2), 1.30 (s, CH2), and 0.92(t, methyl).

References

[1] Shaukat Ali Mazari . “Prediction of thermo-physical properties of 1-Butyl-3-methylimidazolium hexafluorophosphate for CO2 capture using machine learning models.” Journal of Molecular Liquids 327 (2021): Article 114785.

1-Butyl-3-methylimidazolium hexafluorophosphate Preparation Products And Raw materials

Raw materials

Sodium hexafluorophosphate 1-Methylimidazole 1-Bromobutane Toluene Hexafluorophosphoric acid Potassium hexafluorophosphate Dichloromethane Methanol

Preparation Products

3-Iodo-4,5-dimethoxybenzaldehyde

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View Lastest Price from 1-Butyl-3-methylimidazolium hexafluorophosphate manufacturers

Watson Biotechnology Co.,Ltd

Product: 1-Butyl-3-methylimidazolium Hexafluorophosphate 174501-64-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20MT
Release date: 2024-08-06

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 1-Butyl-3-Methylimidazolium Hexafluorophosphate 174501-64-5
Price: US $79.00-38.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-12-03

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 1-Butyl-3-methylimidazolium hexafluorophosphate 174501-64-5
Price: US $0.00/KG
Min. Order: 25KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-01-09

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1-BUTYL-3-METHYL-IMIDAZOLIUM HEXAFLUOROP

ium hexafL

-3-methyL

SKL1399

1-Butyl-3-methyl-imidazol-3-ium hexafluorophosphate

1-Butyl-3-methylimidazolium hexafluorophosphate, ≥98.5%

1-Butyl-3-methylimidazolium hexafluorophosphate, 97% (HPLC)

1-Butyl-3-Methylimidazolium Hexafluorophosphate (BMIM PF6) extrapure, 98%

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1-Butyl-3-methylimidazole hexafluorophosphate

174501-64-5

C8H17F6N2P

C8H15N2.F6P

C8H15F6N2P

C8H15N2PF6

C8H16F6N2P

Imidazolium

Imidazolium Compounds

Ionic Liquids

Imidazolium Salts (Ionic Liquids)

Ionic liquid

Imidazolium Compounds

Imidazolium Salts (Ionic Liquids)

Ionic Liquids

Synthetic Organic Chemistry

174501-64-5