Abstract
Pyrolyses of n-propyl, isobutyl, and 2-methoxyethyl vinyl ethers have been carried out in a static system in the temperature range 653–708 K. The pyrolyses are homogeneous first-order reactions yielding acetaldehyde and an alkene. The Arrhenius equations (i)–(iii) were obtained. 2-methoxyethyl: log (k/s–1)= 11·14 ± 0·09 –(184·9 ± 1·2 kJ mol–1/2·303RT)(i) n-propyl: log (k/s–1)= 11·12 ± 0·13 –(177·9 ± 1·7 kJ mol–1/2·303RT)(ii) isobutyl: log (k/s–1)= 10·58 ± 0·08 –(174·5 ± 1·0 kJ mol–1/2·303RT)(iii) The results are discussed in terms of a six-membered cyclic transition state and corroborate our earlier finding that the rate-determining step of the reactions is primarily alkyl–oxygen bond polarisation rather than bond-making between a β-hydrogen atom and the terminal vinyl carbon.
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