Abstract
| - In this work, the nucleophilicities of chloride, bromide, and iodide have been determined in theionic liquids [bmim][N(Tf)2], [bm2im][N(Tf)2], and [bmpy][N(Tf)2] (where bmim = 1-butyl-3-methylimidazolium, bm2im = 1-butyl-2,3-dimethylimidazolium, bmpy = 1-butyl-1-methylpyrrolidinium, and N(Tf)2 = bis(trifluoromethylsulfonyl)imide). It was found that in the [bmim]+ ionicliquid, chloride was the least nucleophilic halide, but that changing the cation of the ionic liquidaffected the relative nucleophilicities of the halides. The activation parameters ΔH⧧, ΔS⧧, and ΔG⧧have been estimated for the reaction of chloride in each ionic liquid, and compared to a similarreaction in dichloromethane, where these parameters were found for reaction by both the free ionand the ion pair.
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