o-Iodoxybenzoic Acid (IBX): pKa and Proton-Affinity Analysis


  • We thank the University of Queensland and the Université de Versailles for financial support.


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Not just a pretty oxidant! IBX (1-Hydroxy-1,2-benziodoxol-3(1H)-on-1-oxide), an important oxidant in organic synthesis, is shown to be relatively acidic on the organic scale. The pKa value and proton affinity of IBX were determined both in silico and in vitro. This acidity could explain the non-oxidation processes mediated by IBX.