Inorganic acid-catalyzed tautomerization of vinyl alcohol to acetaldehyde

Amir Karton

doi:10.1016/j.cplett.2013.12.062

Inorganic acid-catalyzed tautomerization of vinyl alcohol to acetaldehyde

Amir Karton

School of Molecular Sciences

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Abstract

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 language	English
Pages (from-to)	330-333
Journal	Chemical Physics Letters
Volume	592
Early online date	31 Dec 2013
DOIs	https://doi.org/10.1016/j.cplett.2013.12.062
Publication status	Published - 30 Jan 2014

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Karton, A., 2014 Inorganic acid-catalyzed tautomerizationAccepted author manuscript, 514 KB

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title = "Inorganic acid-catalyzed tautomerization of vinyl alcohol to acetaldehyde",

abstract = "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). {\textcopyright} 2013 Elsevier B.V. All rights reserved.",

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AU - Karton, Amir

PY - 2014/1/30

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N2 - 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.

AB - 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.

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DO - 10.1016/j.cplett.2013.12.062

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VL - 592

SP - 330

EP - 333

JO - Chemical Physics Letters

JF - Chemical Physics Letters

ER -

Inorganic acid-catalyzed tautomerization of vinyl alcohol to acetaldehyde

Abstract

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