Enols Are Common Intermediates in Hydrocarbon Oxidation

Reactivity Carbon fibers Keto–enol tautomerism
DOI: 10.1126/science.1112532 Publication Date: 2005-05-13T00:34:08Z
ABSTRACT
Models for chemical mechanisms of hydrocarbon oxidation rely on spectrometric identification molecular structures in flames. Carbonyl (keto) compounds are well-established combustion intermediates. However, their less-stable enol tautomers, bearing OH groups adjacent to carbon-carbon double bonds, not included standard models. We observed substantial quantities two-, three-, and four-carbon enols by photoionization mass spectrometry flames burning representative from modern fuel blends. Concentration profiles demonstrate that flame chemistry cannot be accounted purely keto-enol tautomerization. Currently accepted will likely require revision explain the formation reactivity these unexpected compounds.
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