Acidity of Strong Acids in Water and Dimethyl Sulfoxide

Aleksander Trummal; Lauri Lipping; Ivari Kaljurand; Ilmar A Koppel; Ivo Leito

doi:10.1021/acs.jpca.6b02253

Acidity of Strong Acids in Water and Dimethyl Sulfoxide

J Phys Chem A. 2016 May 26;120(20):3663-9. doi: 10.1021/acs.jpca.6b02253. Epub 2016 May 6.

Authors

Aleksander Trummal¹, Lauri Lipping², Ivari Kaljurand², Ilmar A Koppel², Ivo Leito²

Affiliations

¹ National Institute of Chemical Physics and Biophysics , 23 Akadeemia tee, Tallinn 12618, Estonia.
² Institute of Chemistry, University of Tartu , 14a Ravila Street, Tartu 50411, Estonia.

PMID: 27115918
DOI: 10.1021/acs.jpca.6b02253

Abstract

Careful analysis and comparison of the available acidity data of HCl, HBr, HI, HClO4, and CF3SO3H in water, dimethyl sulfoxide (DMSO), and gas-phase has been carried out. The data include experimental and computational pKa and gas-phase acidity data from the literature, as well as high-level computations using different approaches (including the W1 theory) carried out in this work. As a result of the analysis, for every acid in every medium, a recommended acidity value is presented. In some cases, the currently accepted pKa values were revised by more than 10 orders of magnitude.