Activation parameters and mechanism of the acid-catalysed hydrolysis of epoxides
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 452-457
- https://doi.org/10.1039/p29730000452
Abstract
Rates of acid-catalysed hydrolysis of three epoxides have been measured over the temperature range 0–30°. The energies of activation are within the range 18–21 kcal mol–1. The entropies of activation are –8 for epichlorohydrin, –5 for propylene oxide, and +8 cal mol–1K–1 for isobutylene oxide. The significance of these values and related factors are discussed in relation to the A-2 mechanism in the case of epichlorohydrin and propylene oxide and the A-1 mechanism in the case of isobutylene oxide.Keywords
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