Kinetics and mechanism of the oxidation of vanillin by hexacyanoferrate(III) in aqueous alkaline medium

Journal of Solution Chemistry

Volumn 35, Issue 1, 2006, Pages 51-62

  Jose, Timy P ^a   Nandibewoor, Sharanappa T ^a   Tuwar, Suresh M ^a  

^a KARNATAK UNIVERSITY   (India)

Author keywords

Kinetics; Mechanism; Oxidation; Reduction; Vanillin

Indexed keywords

EID: 33644583306     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-006-8938-z     Document Type: Article

References (31)

1. E. P. Kelson and P. P. Phengy, Kinetic Study of 2-Propanol and Benzyl Alcohol Oxidation by Alkaline Hexacyanoferrate(III)-Catalyzed by a Terpyridiyl Ruthenium Complex, Int. J. Chem. Kinet. 32, 760-770 (2000).
2. 1 and Its o-Acyl Analogs with Ferricyanide-a Mechanistic Model of Thiamin-Binding Protein, Russ. J. Gen. Chem. 70, 1108-1112 (2000).
3. P. T. Speakman and W. A. Waters, Kinetic Features of Oxidation of Aldehydes, Ketones and Nitroparaffines with Alkaline Ferricyanide, J. Chem. Soc. 40-50 (1955).
4. V. N. Singh, M. C. Gangwar, B. B. L. Saxena, and M. P. Singh, Kinetics and Mechanism of Formaldehyde by Hexacyanoferrate(III) Ion, Can. J. Chem. 47, 1051-1056 (1969).
5. V. N. Singh, M. P. Singh, and B. B. L. Saxena, Kinetics and Mechanism of Alkaline Ferricyanide Oxidation of Acetone and Ethyl Methyl Ketone, Indian J. Chem. 8, 529-532 (1970).
6. T. Janson, Mutat. Res. 169, 129 (1986).
7. M. I. Makurub, Toxicity of Anillin, Gig. Sanit. 6, 78-80 (1980).
8. M. Imoto, T. Maeda, and T. Ouchi, Studies on Vinyl Polymerization Part 372 Polymerization of Methyl Methacrylate Initiated with Vanillin, Chem. Lett. 2, 153-156 (1978).
9. U. S. Pat. 4, 005,127, W. S. Knowles, W. S. Sabacky, and B. D. Vineyard, L- Dopa and Intermediates (patent to Monsanto Co.) (1977).
10. L. C. Raiford and J. G. Lichty, The Chlorine Derivatives of Vanillin and Some of Their Reactions, J. Am. Chem. Soc. 52, 4576-4586 (1930).
11. P. L. Sharma and N. Gaeuz, Electrolytic Reduction of Vanillin to Vanillyl Alcohol at Amalgamated Copper, Lead and Zinc Electrodes, J. Appl. Electrochem. 2, 173-176 (1981).
12. G. Lang, and R. G. Lange, Cleavage of Alkyl o-Hydroxyphenyl Ethers, J. Org. Chem. 27, 2037-2039 (1962).
13. C. P. Kathari, P. D. Pol, and S. T. Nandibewoor, The Kinetics and Mechanism of Oxidation of Vanillin by Diperiodatonickelate(IV) in Aqueous Alkaline Medium, Turk. J. Chem. 26, 229-236 (2002).
14. M. B. Jacob, Am. Perfum. Essnt. Oils Rev. 57, 45 (1952).
15. G. H. Jeffery, J. Bassett, J. Mendham, and R. C. Denney, Vogel's Text Book of Quantitative Chemical Analysis, 5th edn. (ELBS Longman, Essex, UK, 1991) (a) p. 181 (b) p. 320.
16. M. Latshaw, A Simple Tangentimeter, J. Am. Chem. Soc. 47, 793-794 (1925).
17. F. Feigl, Spot Tests in Organic Analysis (Elsevier, New York, 1975), p. 332.
18. S. M. Tuwar, S. T. Nandibewoor, and J. R. Raju, Oxidation of Chromium(III) by Alkaline Hexacyanoferrate(III), Transit. Met. Chem. 16, 335-338 (1991);
19. G. H. Hugar and S. T. Nandibewoor, Kinetics of Osmium(VIII) Catalysis of Periodate Oxidation of Dimethylformamide in Aqueous Alkaline Medium, Transit. Met. Chem. 19, 215-217 (1994).
20. M. P. Singh and S. Ghosh, Reduction of Bivalent Copper by Glucose in the Presence of Citrate, Z. Phys. Chem. (Leipzig) 204, 1-5 (1955);
21. M. P. Singh and S. Ghosh, Kinetics of Oxidation of Glucose and Fructose by Alkaline Bivalent Copper in the Presence of Citrate: III, Z. Phys. Chem. (Leipzig) 207, 187-197 (1957);
22. M. P. Singh and S. Ghosh, Kinetics of Oxidation of Glucose, Fructose, 1-Arabinose and d-Xylose by Alkaline Bivalent Copper in the Presence of Tartarate: IV-Temperature Coefficient and Activation Energy, Z. Phys. Chem. (Leipzig) 207, 198-204 (1957).
23. K. B. Wiberg and W. G. Nigh, The Kinetics of Cupric Ion Oxidation of α-Hydroxyacetophenone, J. Am. Chem. Soc. 87, 3849-3855 (1965).
24. J. K. Kochi, B. M. Graybill, and M. Kwiz, Reactions of Peroxides with Halide Salt-Electrophillic and Homolytic Halogenation, J. Am. Chem. Soc. 86, 5257-5264 (1964).
25. V. N. Singh, M. P. Singh, and B. B. L. Saxena, Kinetics and Mechanism of the Osmium Tetroxide Catalysed Oxidation of Acetone and Ethyl Methyl Ketone by Alkaline Hexacyanoferrate(III) Ion, J. Am. Chem. Soc. 91, 2643-2648 (1969).
26. J. H. Swineheart, The Kinetics of the Hexacyanoferrate(III)-Sulphite Reaction, J. Inorg. Nucl. Chem. 29, 2313-2320 (1967);
27. S. A. Farokhi and S. T. Nandibewoor, Kinetic, Mechanistic and Spectral Studies for the Oxidation of Sulfanilic Acid by Alkaline Hexacyanorerrate(III), Tetrahedron 59, 7595-7602 (2003).
28. S. K. Upadhyay and M. C. Agarwal, Kinetics of Oxidation of Os(VIII)-Catalysed Oxidation of Some α-Aminoacids in Presence of Excess of Ferricyanide, Indian J. Chem. 15A, 709-715 (1977).
29. A. K. Ray and M. N. Das, Ion Association Effects on Rates of Alkaline Hydrolysis of Acetylsalicyalate and Acetylmandelate Ions, J. Chem. Soc. 464-467 (1970).
30. K. J. Laidler, Chemical Kinetics, 3rd edn. (Pearson Education, New Delhi, 2004), p. 191.
31. A. A. Frost and R. G. Pearson, Kinetics and Mechanism, 2nd edn. (Wiley Eastern, New Delhi, 1970), p. 133.