
%0 Journal Article
%A Bowie, JH 
%A Hayes, RN 
%A Sheldon, JC 
%A Depuy, CH 
%T The Rates of Gas-Phase Reactions of Solvated Anions With Acetone and Methyl Acetate. A Flowing Afterglow Study
%J Australian Journal of Chemistry
%D 1986/12/01
%V 39
%N 12
%P 1951-1957
%K 
%R https://doi.org/10.1071/CH9861951
%U https://www.publish.csiro.au/paper/CH9861951 
%X The gas-phase reactions of MeO ---- HOMe with acetone and methyl acetate to form solvated enolate anions have rates of 2.0&#215;10-9 and 4.8&#215;10-11 cm3 molecule-1 s-1. It is proposed that the latter reaction is slow because internal barriers (transition states more negative in energy than reactants) cause the reactants to be entropy- favoured. Rates of reaction decrease dramatically as the extent of solvation of the nucleophile is increased; e.g., for the reactions of MeO -( HOMe )n(n = 1- 3) with acetone, the rates for n = 1-3 are 2.0&#215;10-9, 1.5&#215;10-10 and 1.6&#215;10-12 cm3 molecule-1 s-1, respectively. 
