Original scientific paper

Study of a Sterically Hindered Enol to Ketone Rearrangement by Stopped-Flow Gas Chromatography

Lena Swahn ; Department of Organic Chemistry, University of Göteborg, S-412 96, Göteborg, Sweden
Per Ahlberg ; Department of Organic Chemistry, University of Göteborg, S-412 96, Göteborg, Sweden
Zvi Rappoport ; Department of Organic Chemistry, The Hebrew University, Jerusalem 91904, Israel

Abstract

A »stopped-flow« GLC method has been developed and applied for studying the rearrangement of the sterically hindered enol 1,1-dimesityl-3,3-di- methyl-1-buten-2-ol (1) to the ketone 1,1-dimesityl-3,3-dimethyl-2-butanone (2). The method is a three-stage technique using the gas chromatograph as both a chemical reactor and an analytical tool. Activation parameters have been estimated for the rearrangement and they indicate that this reaction is a catalyzed process rather than an uncatalyzed symmetry-forbidden reaction.

Keywords

Hrčak ID:

137132

URI

https://hrcak.srce.hr/137132

Publication date:

15.10.1992.

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