Premium
Evaluation of solvent effects on the dissociation of aliphatic carboxylic acids in aqueous N,N ‐dimethylformamide mixtures according to the scaled particle theory
Author(s) -
Gonzalez A. Gustavo,
Rosales D.,
Gomez Ariza J. L.,
Fernandez Sanz J.
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040204
Subject(s) - chemistry , dissociation (chemistry) , solvent , formic acid , hydrogen bond , bond dissociation energy , computational chemistry , isobutyric acid , gibbs free energy , density functional theory , organic chemistry , thermodynamics , molecule , physics
The standard Gibbs energies of transfer, Δ G t ° from water to water– N,N ‐dimethylformamide mixtures for the dissociation process of several organic acids (formic, acetic, propionic, n ‐butyric, isobutyric, n ‐valeric, isovaleric, 2‐methylbutyric and trimethylacetic acids) obtained from the pK a * values are discussed in terms of the extended Scaled Particle Theory from quantum mechanical calculations in order to estimate the cavity and electrostatic contributions. The residual energy term was correlated with the hydrogen bond acceptor density and the Kamlet–Taft β parameters. The main contribution to Δ G t ° was due to dipolar and specific interactions.