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Basic Information
CAS No.: 174501-64-5
Name: 1-Butyl-3-methylimidazolium hexafluorophosphate
Molecular Structure:
Molecular Structure of 174501-64-5 (1-Butyl-3-methylimidazolium hexafluorophosphate)
Formula: C8H15N2.PF6
Molecular Weight: 284.185
Synonyms: 1H-Imidazolium, 1-butyl-3-methyl-, hexafluorophosphate(1-) (9CI);3-Butyl-1-methylimidazolium hexafluorophosphate;1-Butyl-3-methyl-1H-imidazolium hexafluorophosphate;1-Butyl-3-methyl-1H-imidazolium hexafluorophosphate(1-);1-Methyl-3-butyl imidazolium hexafluorophosphate;1-n-Butyl-3-methylimidazolium hexafluorophosphate;BMI-PF 6;BmimPF6;BMIm hexafluorophosphate(1-);Bmim hexafluorophosphate;N-Butyl-N'-methylimidazolium hexafluorophosphate;LP 104;
EINECS: 678-095-9
Density: 1.38 g/mL at 20 °C(lit.)
Melting Point: 6.5 °C
Boiling Point: >340°C
Flash Point: >350°C
Solubility: non-water soluble
Appearance: Clear pale yellow oil
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 36/37/38-22
Safety: 26-37/39
PSA: 22.40000
LogP: 4.49510
Synthetic route
79917-90-1

1-butyl-3-methylimidazolium chloride

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With Amberlyst A-26 (PF6- form) In methanol100%
With sodium hexaflorophosphate In acetone at 80℃; for 0.166667h; microwave irrradiation;99%
With potassium hexafluorophosphate In acetone at 20℃; for 24h;98%
85100-77-2

1-n-butyl-3-methylimidazolim bromide

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With potassium hexafluorophosphate In water at 20℃;100%
With ammonium hexafluorophosphate In water at 20℃; for 2h;91%
With potassium hexafluorophosphate In water at 20℃; for 24h;87%
65039-05-6

1-methyl-3-(n-butyl)imidazolium iodide

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With Amberlyst A-26 (PF6- form) In methanol100%
With Amberlist A-26 BF6(-) form In methanol Ionic liquid;
4316-42-1

1-Butylimidazole

149-73-5

trimethyl orthoformate

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With ammonium hexafluorophosphate Reagent/catalyst; Schlenk technique; Reflux;95%
With ammonium hexafluorophosphate at 110℃; for 17h; Reagent/catalyst; Inert atmosphere;88%
616-47-7

1-methyl-1H-imidazole

109-65-9

1-bromo-butane

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With potassium hexafluorophosphate at 40 - 120℃; for 0.166667h; microwave irradiation; sonication;94%
With potassium hexafluorophosphate at 80℃; for 3.5h;93%
With ammonium hexafluorophosphate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 80℃; for 15h;89%
616-47-7

1-methyl-1H-imidazole

109-69-3

n-Butyl chloride

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With sodium hexaflorophosphate at 70℃; for 336h;92%
Stage #1: 1-methyl-1H-imidazole; n-Butyl chloride In toluene for 48h; Reflux;
Stage #2: With potassium hexafluorophosphate In toluene
92%
With potassium hexafluorophosphate at 120 - 180℃; for 0.75h; microwave irradiation;90%
4316-42-1

1-Butylimidazole

77-78-1

dimethyl sulfate

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
Stage #1: 1-Butylimidazole; dimethyl sulfate for 0.25h;
Stage #2: With sodium hexaflorophosphate In water
92%

1-butyl-3-methylimidazolium chloride

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With potassium hexafluorophosphate In acetone for 24h;90%
67-56-1

methanol

671779-18-3

N-methyl-N'-n-butylimidazolium-2-carboxylate

A

14660-45-8

potassium monomethylcarbonate

B

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With potassium hexafluorophosphate at 20℃; for 12h;A 87%
B 72%
616-47-7

1-methyl-1H-imidazole

542-69-8

1-iodo-butane

174501-64-5

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Conditions
ConditionsYield
With potassium hexafluorophosphate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 80℃; for 10h;85%
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  • CAS 174501-64-5 1-Butyl-3-methylimidazolium hexafluorophosphate

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Specification

The 1-Butyl-3-methylimidazolium hexafluorophosphate, with the CAS registry number 174501-64-5, is also known as 3-Butyl-1-methylimidazolium hexafluorophosphate. It belongs to the product categories of Imidazolium Compounds; Imidazolium Salts (Ionic Liquids); Ionic Liquids; Synthetic Organic Chemistry; Ionic liquid. This chemical's molecular formula is C8H15N2.PF6 and molecular weight is 284.18. What's more, its systematic name is 1-Butyl-3-methyl-1H-imidazol-3-ium hexafluorophosphate. This chemical is a viscous, colourless, hydrophobic and non-water soluble ionic liquid. Together with 1-butyl-3-methylimidazolium tetrafluoroborate, BMIM-BF4, it is one of the most widely studied ionic liquids. It is known to very slowly decompose in the presence of water.

Preparation: this chemical can be obtained in two steps: BMIM-Cl is synthesized by alkylating 1-methylimidazole with 1-chlorobutane. A metathesis reaction with potassium hexafluorophosphate gives the desired compound; the tetrafluoroborate may be prepared by analogously using potassium tetrafluoroborate.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCn1cc[n+](c1)C.F[P-](F)(F)(F)(F)F
(2)Std. InChI: 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
(3)Std. InChIKey: IXQYBUDWDLYNMA-UHFFFAOYSA-N