Acid dissociation constants in selected dipolar non-hydrogen-bond-donor solvents (IUPAC Technical Report)

Abstract

This compilation includes more than 9000 pK a values determined in seven dipolar non-hydrogen-bond-donor solvents {dimethyl sulfoxide, acetonitrile, N,N-dimethylformamide, pyridine, acetone, 4-methyl-1,3-dioxolan-2-one (propylene carbonate), oxolane (tetrahydrofuran)} for close to 5000 acids collected from around 800 original works published during the last 60 years. The data have been critically evaluated on the basis of defined quality criteria and depending on situation, kept as they were originally published, marked as doubtful/unreliable (around 2700 values) or corrected (around 2400 values). To enable automated processing and mining, the data are presented as a set of spreadsheets, together with structural codes (SMILES and InChI strings), compound class qualifiers, and comments. The document contains also comprehensive educational background information on the acid-base processes in non-aqueous media, as well as brief descriptions of the main measurement methods, with focus on the reliability of the data and sources of uncertainty. The full dataset is available at the permanent address https://doi.org/10.5281/zenodo.12608876.