Partition Behavior of Chlorophenols and Nitrophenols between Hydrophobic Ionic Liquids and Water

The partition of various chlorinated and nitrated phenols between hydrophobic ionic liquids and aqueous solutions of different pH values was investigated at 298.2 K. Ionic liquids used are 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)amide ([BMIm][NTf2]), 1-butyl-1-methylpyrrolidinium bis(trifluoromethanesulfonyl)amide ([BMPyr][NTf2]), 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIm][PF6]), 1-methyl-3-octylimidazolium bis(trifluoromethanesulfonyl)amide ([OMIm][NTf2]), and 1-methyl-3-octylimidazolium tetrafluoroborate ([OMIm][BF4]). Partition coefficients (PIL/W) of the electrically neutral form (ArOH) and the dissociated anionic form (ArO–) were determined. For a given phenol, the PIL/W(ArOH) value in the ionic liquid/water system is generally independent of the kind of the ionic liquid and smaller than that in the 1-octanol/water system. Exceptionally, the PIL/W(ArOH) value in the [OMIm][BF4]/water system is larger than those in the other ionic liquid/water systems and comparable to or...

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