Inorganic acid-catalyzed tautomerization of vinyl alcohol to acetaldehyde

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The vinyl alcohol-acetaldehyde tautomerization reaction has recently received considerable attention as a potential route for the formation of organic acids in the troposphere (Andrews et al., 2012 [7]). We examine the catalytic effect of inorganic acids in the troposphere (e.g. HNO3, H2SO4 and HClO4) on the vinyl alcohol-acetaldehyde tautomerization reaction, by means high-level thermochemical procedures. We show that H2SO4 and HClO4 catalysts lead to near-zero reaction barrier heights for the vinyl alcohol → acetaldehyde reaction, and to low reaction barrier heights in the reverse direction (ΔH298‡=40.6and39.5kJmol-1, respectively). © 2013 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)330-333
JournalChemical Physics Letters
Early online date31 Dec 2013
Publication statusPublished - 30 Jan 2014

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