Solubility of Imidazoles, Benzimidazoles, and Phenylimidazoles in Dichloromethane, 1-Chlorobutane, Toluene, and 2-Nitrotoluene

Journal of Chemical & Engineering Data (Impact Factor: 2). 01/2004; DOI: 10.1021/je049907t

ABSTRACT Solubilities of seven imidazoles (1H-imidazole, 2-methyl-1H-imidazole, benzimidazole, 2-methylbenzimi-dazole, 2-phenylimidazole, 4,5-diphenylimidazole, and 2,4,5-triphenylimidazole) in organic solvents (dichloromethane, 1-chlorobutane, toluene, and 2-nitrotoluene) have been measured using a synthetic method and liquid chromatography. The interactions of the imidazoles, benzimidazoles, or phenylimi-dazoles with different solvents are discussed. The solubilities of these imidazoles in chloroalkanes were very low. In all solvents studied, the solubility of phenylmidazoles was significantly lower than the solubility of 1H-imidazole or benzimidazoles. Experimental results of solubility were correlated by means of the Wilson, UNIQUAC, and NRTL equations utilizing parameters derived from solid-liquid equilibria results. The existence of a solid-solid first-order phase transition in the solute has been taken into consideration in the solubility calculation. The best correlation of the solubility data was obtained by the Wilson equation with the average root-mean-square deviation σ T equal to 3.2 K.

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    ABSTRACT: The physical solubilities of terephthalic acid (TPA) in the reaction system oligomeric bishydroxybutyl terephthalates—1,4-butanediol (BD) are measured using an analytic method from 449 to 507 K. The reaction system is obtained by transesterification of dimethyl terephthalate and excess BD. These results are fitted with the solubility model based on the Margules equation, and the average deviation of the model is 1.20%; the fusion enthalpies ΔHfus of TPA and infinite-dilution activity coefficients γ∞2 in the system are obtained by regressing of the experimental data. In addition, synthetic method is chosen to determine the total solubility which is complicated by chemical reaction, the results indicate that the chemical reaction start at 452–472 K. POLYM. ENG. SCI., 2009. © 2009 Society of Plastics Engineers
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