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The separation of the nonaqueous azeotropic systems methyl acetate−methanol and ethyl acetate−ethanol was investigated with 13 cations and 27 anions as entrainers to identify suitable ionic liquids using the COSMO-RS model. It is observed that the cations best suited are imidazolium > pyridinium > methyl pyrrolidinium > octyl quinolinium. The lengthening of the alkyl chain of cations was also studied as well as whether the shorter the alkyl chain, the better is the separation. It was also noticed that the efficacy of the anions is in the order