1-Butyl-3-methyl-imidazolium-bis (trifluoromethylsulfonyl) -imide
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | 1-Butyl-3-methyl-imidazolium-bis (trifluoromethylsulfonyl) -imide | ||||||||||||||||||
other names |
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Molecular formula | C 10 H 15 F 6 N 3 O 4 S 2 | ||||||||||||||||||
Brief description |
colorless, viscous liquid |
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properties | |||||||||||||||||||
Molar mass | 419.36 g mol −1 | ||||||||||||||||||
Physical state |
liquid |
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density |
1.44 g cm −3 |
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Melting point |
2 ° C |
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safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
1-Butyl-3-methyl-imidazolium-bis (trifluoromethylsulfonyl) -imide is an ionic liquid (also: ionic liquid or liquid salt).
properties
1-Butyl-3-methyl-imidazolium-bis (trifluoromethylsulfonyl) -imide is an ionic liquid . It is a very temperature-stable, water-insoluble compound . It is neither flammable nor does it have a measurable vapor pressure at room temperature . The melting point is 2 ° C. It is very suitable as a solvent or coolant .
presentation
It is prepared by reacting 1-butyl-3-methylimidazolium chloride (C 8 H 15 ClN 2 ) and lithium bis (trifluoromethanesulphone) imide (C 2 F 6 LiNO 4 S 2 ) in water. Two phases are formed. The lower one is the ionic liquid.
use
1-Butyl-3-methyl-imidazolium-bis (trifluoromethylsulfonyl) -imide is used, like many other ionic liquids, in organic synthesis. Due to its ionic structure, it is a polar solvent. Like many other ionic liquids, it is not miscible with water or with many other organic solvents. Therefore, the reactants are extracted after a reaction and the ionic liquid can be used again.
Individual evidence
- ↑ Data sheet 1-Butyl-3-methyl-imidazolium-bis (trifluoromethylsulfonyl) -imide (PDF) from Merck , accessed on January 18, 2011.
- ↑ a b c S. Holopainen, M. Nousiainen, J. Puton, M. Sillanpää, U. Bardi, A. Tolstogouzov: Evaporation of ionic liquids at atmospheric pressure: Study by ion mobility spectrometry . In: Talanta . No. 3 . Elsevier BV, Amsterdam 2011, p. 907-915 , doi : 10.1016 / j.talanta.2010.10.062 .
- ↑ a b Data sheet 1-Butyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide from Sigma-Aldrich , accessed on October 23, 2016 ( PDF ).
- ↑ Michelle H. Dunn, Marcus L. Cole, Jason B. Harper: Effects of an ionic liquid solvent on the synthesis of γ-butyrolactones by conjugate addition using NHC organocatalysts. In: RSC Advances. 2, 2012, p. 10160, doi: 10.1039 / C2RA21889E .
- ↑ Jonathan G. Huddleston, Ann E. Visser, W. Matthew Reichert, Heather D. Willauer, Grant A. Broker, Robin D. Rogers: Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. In: Green Chemistry. 3, p. 156, doi: 10.1039 / b103275p .
- ↑ R. Hamidova, I. Kul, J. Safarov, A. Shahverdiyev, E. Hassel: THERMOPHYSICAL PROPERTIES OF 1-BUTYL-3-METHYLIMIDAZOLIUM BIS (TRIFLUOROMETHYLSULFONYL) IMIDE AT HIGH TEMPERATURES AND PRESSURES. In: Brazilian Journal of Chemical Engineering. 32, 2015, p. 303, doi: 10.1590 / 0104-6632.20150321s00003120 .