The extra lability (89 ×) of prostacyclin towards acid-catalysed hydrolysis of its vinyl ether functional group in aqueous solution at 25 °C is traced to the carboxylic acid residue of this molecule operating in its ionized form, either as an electrostatic catalyst or, upon prior protonation, as an intramolecular general acid catalyst.
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Chiang et al. (1979) studied this question.