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The kinetics and mechanisms of the gas-phase pyrolysis of ethyl 4-bromobutyrate. The ion-pair mechanism revisited

✍ Scribed by Gabriel Chuchani; Rosa M. Dominguez

Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
362 KB
Volume
15
Category
Article
ISSN
0538-8066

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✦ Synopsis

The gas-phase pyrolysis of ethyl 4-bromobutyrate has been investigated in a static system over the temperature range of 354.6-374.7"C and the pressure range of 51-126 torr. The elimination reaction in seasoned vessels and in the presence of at least twofold of a chain radical inhibitor is homogeneous, unimolecular, and obeys a first-order rate law. The rate coefficients are given by the Arrhenius equation log kl(s-') = (13.31 f 0.82) -(205.1 f 8.6)kJ/mol/ 2.303RT. The partial rates for the parallel eliminations to normal dehydrobromination, lactone formation, and bromobutyric acid product have been estimated and reported. The carboethoxy suhstituent of the bromoester has been found to assist anchimerically the elimination process, where dihydrobromination and lactone formation arise from an intimate ion-pair mechanism.

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