The proposed work continues our investigations of the structure, aggregation, self-assembly and ion pairing of ionic liquids in the neat state, at interfaces, and in solutions. The liquid structure of hydrophobic 1-naphthyl-3-methylimidazolium bis{(trifluoro-methyl)sulfonyl}imide ionic liquid and a 3M aqueous solution of water soluble bromide salt will be investigated. This will allow a detailed comparison of the changes in interionic interactions progressing from the neat, bulk system (where naphthyl-naphthyl interactions are possible, but unquantified) to the 3 M aqueous system (where the naphthyl pi-pi interaction is suggested to dominate) and will provide a comparison to previous data on systems where the aromatic moieties are not tethered to elucidate the potential for such systems as agents to enable solubilisation of organic aromatic molecules in aqueous systems.