Solvent Effect on the Dissociation of Benzoic and Nitrobenzoic Acids in Acetonitrile–Water Mixtures at 298 K

Abstract

The thermodynamic dissociation constants and the limiting molar conductivities of 2-, 3-, and 4-nitrobenzoic and benzoic acids have been determined in water–acetonitrile mixtures at 298 K. It is found that the acids dissociate in the dereasing order as 2-nitrobenzoic acid > 3-nitrobenzoic acid≈4-nitrobenzoic acid > benzoic acid. The conductance–concentration data were analyzed with the Lee and Wheaton equation. The present results are compared with the previous ones for these acids in alcohol–water system, and are interpretted in terms of solute–solvent interactions, intramolecular hydrogen bondings, resonance and inductive effects along with the substituent position.

Tris(hydroxymethyl)aminomethane‐functionalized silica particles and their application for hydrophilic interaction chromatography

“… c) c) Values cited from refs. 37, http://chrom.tutms.tut.ac.jp/JINNO/DRUGDATA/07acetylsalicylic_acid.html; as accessed 2010‐03‐01, 38, 39. …”

Conductivities and thermodynamic dissociation constants for chloroacetic acid in binary mixed solvent systems at 298.15 K

“…where n is the number of data points. All the symbols have been described in previous papers (10)(11)(12)(13)(14).…”

“…1993 American Chemical Society salicylic acids in these solvent mixtures (10)(11)(12)(13)24), . Due to acetic acid in some methanol + water mixtures (different the differences of solvent mixture compositions, the present from those of ours), and for their solvent mixtures of results could not be compared with those reported by compositions 0,25.…”

“…Chloroacetic acid (from Merck, extra pure) was recrystallized from ethanol + water, dried under vacuum over P205, and stored in a desiccator. The melting point of the acid was 60-62 °C. The solvents were the same as used in previous studies, and their purification has been detailed previously (10)(11)(12)(13)(14). The fractionally distilled solvents had specific conductivities within (1-3) X 10~® S-cnr1.…”

“…The density p, viscosity , and dielectric constant e values for solvent mixtures were taken from the literature (10)(11)(12)(13)(14). Other procedures were the same as detailed earlier (10)(11)(12)(13)(14).…”