Abstract
The kinetics of the reaction of potassium ferrate with 3-mercaptopropionic acid, 2-mercaptoethanesulfonic acid and 2-mercaptobenzoic acid were investigated under pseudo first-order conditions. Reproducible kinetics were obtained, but each thiol formed a ferric complex when in large excess which interfered with the kinetic results. The rate expression was very similar for 3-mercaptopropionic acid and 2-mercaptoethanosulfonic acid, giving two terms, one of which was first-order in each of hydrogen ion, thiol and ferrate concentration, and the other was first-order in just thiol and ferrate concentration. The reaction with 2-mercaptobenzoic acid gave two terms, one of which was first-order in each of thiol and ferrate concentration, and the other was first-order in hydrogen ion and also in ferrate concentration. The reactions were complete within 300 ms to give the fully oxidized thiols for 3-mercaptopropionic acid and 2-mercaptoethanesulfonic acid, and the sulfine for 2-mercaptobenzoic acid. The proposed mechanism for 3-mercaptopropionic acid and 2-mercaptoethanesulfonic acid involves rate-determining steps between the thiol and both the protonated and unprotonated ferrate ion, whereas the rate-determining steps for 2-mercaptobenzoic acid just involve the unprotonated ferrate.
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