Hydroxide and amide ion-induced elimination reactions of diethyl ether and diethyl ether-d10 were investigated with a variable temperature flowing afterglow apparatus. Temperature effects on reaction rates, kinetic isotope effects, and product distributions are reported. The pressure dependence of these transformations also were explored and mechanistic arguments are presented. This data confirms predictions based on statistical rate theory and ab initio calculations and provides valuable information on the potential energy surfaces for base-induced eliminations. (C) 2000 Elsevier Science B.V.
Bibliographical noteFunding Information:
The authors wish to thank Professor Maurice Kreevoy for helpful discussions. Support from the National Science Foundation, the donors of the Petroleum Research Foundation, as administered by the American Chemical Society, the Minnesota Supercomputer Institute and the University of Minnesota–IBM Shared Research Project are gratefully acknowledged.
- Diethyl ether
- Flowing afterglow
- Isotope effects