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The Preparation Of Cis- And Trans-1,2-Dimethoxyethylene. The Study Of The Cis-Trans-Rearrangement And Evaluation Of Equilibrium Constants, James T. Waldron
The Preparation Of Cis- And Trans-1,2-Dimethoxyethylene. The Study Of The Cis-Trans-Rearrangement And Evaluation Of Equilibrium Constants, James T. Waldron
Dissertations
Equilibrium constants for the mercuric acetate-catalyzed reaction, cis-CH3 OCH=CHOCH3 D trans-CH3 OCH=CHOCH3, have been determined in the liquid and vapor phase over the temperature range 30° - 175°C by gas chromatography analysis. A novel synthesis of the cis- and trans-isomers of 1,2-dimethoxyethylene is discussed. From a screening of 29 catalysts, mercuric acetate, mercuric benzoate, and mercuric salicylate were found to be favorable isomerization catalysts. For the liquid phase reaction,
ln K = -779.8/T + 0.6748
with ΔH° = +1.549 ± 0.019 Kcal/mole
and ΔS° = +1.34 ± 0.05 e.u./mole
Similarly, for the vapor phase reaction, …