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Citation: SHEN Shi-Gang, SHI Hong-Mei, SUN Han-Wen. Mechanism and Kinetics of Guaifenesin Oxidation by Bis(hydrogen periodato)argentate(III) Complex Anion[J]. Acta Physico-Chimica Sinica, ;2007, 23(03): 409-413. doi: 10.3866/PKU.WHXB20070324 shu

Mechanism and Kinetics of Guaifenesin Oxidation by Bis(hydrogen periodato)argentate(III) Complex Anion

1.
(Key Laboratory of Analytical Science and Technology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071000, Hebei Province, P. R. China)

Received Date: 14 September 2006
Available Online: 7 March 2007

Oxidation of the drug guaifenesin by a Ag(III) complex anion, [Ag(HIO6)2]5-, was studied in aqueous alkaline medium by using spectrophotometry. The major oxidation product of guaifenesin was identified by mass spectrometry. The oxidation reaction displayed an overall second-order kinetics: first-order with respect to both Ag(III) and guaifenesin. Variations of [OH-] and [IO-4]tot had a significant influence on the reaction rates, where [IO-4]tot denotes the total concentration of periodate added externally. An empirical rate expression, k′=(ka+kb[OH-])K1/{f([OH-])[IO-4]tot+K1}, was derived, where ka=(2.6±1.2)×10-2 mol-1·L·s-1, kb=(2.8±0.1) mol-2·L2·s-1, and K1=(4.1±0.4)×10-4 mol·L-1 at 25.0 ℃ and ionic strength of 0.30 mol·L-1. Activation parameters associated with ka and kb were also derived. A mechanism involving the [Ag(HIO6)(OH)(H2O)]2- as the reactive species of the oxidant was proposed. Guaifenesin and the reactive species reversibly formed a complex, which decomposed by two parallel slow steps to give rise to the products: one pathway was spontaneous and the other was assisted by a hydroxide ion.
- Guaifenesin;Ag(III);Oxidation;Kinetics;Mechanism
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