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Chemical Compound Review

Bmim     3-butyl-1-methyl-imidazole

Synonyms: C4mim, AGN-PC-008594, AG-A-19316, CHEBI:61333, CTK6D4196, ...
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Disease relevance of 1-Butyl-3-methylimidazolium


High impact information on 1-Butyl-3-methylimidazolium

  • The molar enthalpy of vaporization of 1-butyl-3-methylimidazolium dicyanamide, 157.2 +/- 1.1 kJ.mol-1, was obtained from the temperature dependence of the vapor pressure measured using the transpiration method [2].
  • Poly(1,2-butadiene-block-ethylene oxide) (PB-PEO) block copolymer micelles are found to partition reversibly between an ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF(6)]) and water, thereby functioning as micellar shuttles controlled simply by temperature [3].
  • In this article we explore in atomistic detail and explain in an intuitive way the peculiar volumetric behavior experimentally observed when supercritical CO2 is dissolved in 1-butyl-3-methylimidazolium hexafluorophosphate ([Bmim+] [PF6(-)]) [4].
  • Neutral allylic alkylation reactions, in which a base is generated in situ and which hence require no external bases, can significantly be retarded when carried out in the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF(4)]) [5].
  • Thus, 1-butyl-3-methylimidazolium hexafluorophosphate and the analogous chloride salt can be used as stationary phases for gas chromatography (GC) [6].

Biological context of 1-Butyl-3-methylimidazolium


Anatomical context of 1-Butyl-3-methylimidazolium


Associations of 1-Butyl-3-methylimidazolium with other chemical compounds


Gene context of 1-Butyl-3-methylimidazolium

  • Sum frequency generation spectroscopy, SFG, was used for the surface characterization at the gas-liquid interface of the 1-butyl-3-methylimidazolium cation combined with the following anions: Br-, I-, PF6-, BF4-, (CF3SO2)2N- (imide), SCN-, CH3SO3- (MeSO3), CH3SO4- (MS), and (CN)2N- (DCN) [17].

Analytical, diagnostic and therapeutic context of 1-Butyl-3-methylimidazolium


  1. Acute toxicity profile of 1-butyl-3-methylimidazolium chloride. Landry, T.D., Brooks, K., Poche, D., Woolhiser, M. Bulletin of environmental contamination and toxicology. (2005) [Pubmed]
  2. The Gaseous Enthalpy of Formation of the Ionic Liquid 1-Butyl-3-methylimidazolium Dicyanamide from Combustion Calorimetry, Vapor Pressure Measurements, and Ab Initio Calculations. Emel'yanenko, V.N., Verevkin, S.P., Heintz, A. J. Am. Chem. Soc. (2007) [Pubmed]
  3. The Micellar Shuttle: Thermoreversible, Intact Transfer of Block Copolymer Micelles between an Ionic Liquid and Water. He, Y., Lodge, T.P. J. Am. Chem. Soc. (2006) [Pubmed]
  4. Why is the partial molar volume of CO2 so small when dissolved in a room temperature ionic liquid? Structure and dynamics of CO2 dissolved in [Bmim+] [PF6(-)]. Huang, X., Margulis, C.J., Li, Y., Berne, B.J. J. Am. Chem. Soc. (2005) [Pubmed]
  5. The effect of hydrogen bonding on allylic alkylation and isomerization reactions in ionic liquids. Ross, J., Xiao, J. Chemistry (Weinheim an der Bergstrasse, Germany) (2003) [Pubmed]
  6. Examination of ionic liquids and their interaction with molecules, when used as stationary phases in gas chromatography. Armstrong, D.W., He, L., Liu, Y.S. Anal. Chem. (1999) [Pubmed]
  7. The Kinetics of Thermal Decomposition of 1-Butyl-3-methylimidazolium Hexafluorophosphate. Zaitsau, D.H., Paulechka, Y.U., Kabo, G.J. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]
  8. Enzymic asymmetric hydrolysis of D,L-p-hydroxyphenylglycine methyl ester in aqueous ionic liquid co-solvent mixtures. Lou, W., Zong, M., Wu, H. Biotechnol. Appl. Biochem. (2005) [Pubmed]
  9. A Bloembergen-Purcell-Pound 13C NMR relaxation study of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate. Carper, W.R., Wahlbeck, P.G., Antony, J.H., Mertens, D., Dölle, A., Wasserscheid, P. Analytical and bioanalytical chemistry. (2004) [Pubmed]
  10. Phase separation of the reaction system induced by CO2 and conversion enhancement for the esterification of acetic acid with ethanol in ionic liquid. Zhang, Z., Wu, W., Han, B., Jiang, T., Wang, B., Liu, Z. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2005) [Pubmed]
  11. Ionic liquids promote selective responses towards the highly hydrophilic anion sulfate in PVC membrane ion-selective electrodes. Coll, C., Labrador, R.H., Mañez, R.M., Soto, J., Sancenón, F., Seguí, M.J., Sanchez, E. Chem. Commun. (Camb.) (2005) [Pubmed]
  12. Oleic acid as the capping agent in the synthesis of noble metal nanoparticles in imidazolium-based ionic liquids. Wang, Y., Yang, H. Chem. Commun. (Camb.) (2006) [Pubmed]
  13. Dynamics of solvent and rotational relaxation of coumarin 153 in room-temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate confined in Brij-35 micelles: a picosecond time-resolved fluorescence spectroscopic study. Chakraborty, A., Seth, D., Chakrabarty, D., Setua, P., Sarkar, N. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2005) [Pubmed]
  14. Analysis of baicalein, baicalin and wogonin in Scutellariae radix and its preparation by microemulsion electrokinetic chromatography with 1-butyl-3-methylimizolium tetrafluoborate ionic liquid as additive. Zhang, H., Tian, K., Tang, J., Qi, S., Chen, H., Chen, X., Hu, Z. Journal of chromatography. A. (2006) [Pubmed]
  15. Ionic liquid-containing semipermeable membrane devices for monitoring the polycyclic aromatic hydrocarbons in water. Zhao, W., Han, M., Dai, S., Xu, J., Wang, P. Chemosphere (2006) [Pubmed]
  16. Obtaining high transesterification activity for subtilisin in ionic liquids. Shah, S., Gupta, M.N. Biochim. Biophys. Acta (2007) [Pubmed]
  17. Surface characterization of 1-butyl-3-methylimidazolium Br-, I-, PF6-, BF4-, (CF3SO2)2N-, SCN-, CH3SO3-, CH3SO4-, and (CN)2N- ionic liquids by sum frequency generation. Rivera-Rubero, S., Baldelli, S. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2006) [Pubmed]
  18. Use of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate in countercurrent chromatography. Berthod, A., Carda-Broch, S. Analytical and bioanalytical chemistry. (2004) [Pubmed]
  19. Crystallographic view of fluidic structures for room-temperature ionic liquids: 1-butyl-3-methylimidazolium hexafluorophosphate. Dibrov, S.M., Kochi, J.K. Acta crystallographica. Section C, Crystal structure communications. (2006) [Pubmed]
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