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Kinetics and mechanism of oxidation of riboflavin by periodate in aqueous acidic medium: evidence for the inhibiting effect of iron(II)

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Abstract

The kinetics of oxidation of riboflavin (RFH) by sodium metaperiodate (IO4 −) in aqueous acidic medium have been studied. The reaction showed first-order dependence on both reactants and inverse dependence on [H+] over the pH range 1.4–2.6. The deprotonated form of riboflavin was found to be more reactive than its conjugate acid, (RFH2 +). The polymerization of acrylonitrile provided evidence for an inner-sphere mechanism involving iodine(VI) free radicals. The main oxidation products were identified by TLC and mass spectra as lumichrome and 1-acetylglycerol. The effect of iron(II) on the rate of oxidation was studied over the range (0.96–6.0) × 10−6 mol dm−3, and the rate was found to decrease with [Fe2+] over the range studied.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Sinai University, P.O. Box 45518, Arish City, Cairo, Egypt

    Alaa Eldin Mokhtar Abdel-Hady & Ashraf M. Taha

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  1. Alaa Eldin Mokhtar Abdel-Hady
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  2. Ashraf M. Taha
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Correspondence to Alaa Eldin Mokhtar Abdel-Hady.

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Abdel-Hady, A.E.M., Taha, A.M. Kinetics and mechanism of oxidation of riboflavin by periodate in aqueous acidic medium: evidence for the inhibiting effect of iron(II). Transition Met Chem 40, 379–385 (2015). https://doi.org/10.1007/s11243-015-9927-0

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  • DOI: https://doi.org/10.1007/s11243-015-9927-0

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