The study of the Kinetics of D-mannose Oxidation with Imidazolium Fluorochromate in Aqueous Acetic Acid Medium through Spectrophotometric Analysis
DOI:
https://doi.org/10.17721/fujcV12I1P17-25Keywords:
Oxidation, kinetics, mechanism, D-mannose, , imidazolium fluorochromateAbstract
Kinetics and mechanism of oxidation of D-mannose with imidazolium fluorochromate (IFC) have been studied in a 1:1 volume ratio aqueous acetic acid medium. The oxidation study revealed first-order relationship on concentration of D-mannose, imidazolium fluorochromate, and perchloric acid. The reaction rates were enhanced by perchloric acid, and maintained a 1:1 stoichiometric ratio. A constant ionic strength was ensured across the reaction mixture. Further, variations in ionic strength values reflected shallow effect on oxidation rates. The reaction rates decreased in the solvent of high dielectric constant (δ). The observed results were in agreement with the Amis and Kirkwood plots, namely (logK1 vs (1/δ) and (δ-1/2δ+1)). Polymerization of acrylonitrile was absent in the reaction. The oxidation rates were recorded across the range of temperatures, and several thermodynamic variables were computed. The products of the oxidation reaction were arabinose and formic acid. A reaction mechanism supported by observed findings was suggested.
References
Khan Z, Kabir-ud-Din. Kinetics and mechanism of oxidation of D-glucose by chromium(VI) in perchloric acid. Indian J. Chem. Sec. A. 2000;39(5):522-527.
Tomar A, Kumar A. Kinetics and mechanism of oxidation of D-fructose by tetraethylammonium chlorochromate in aqueous acetic acid. J. Indian Chem. Soc. 2006;83:1153-1157.
Tomar A, Kumar A. Kinetic and mechanistic study of the oxidation of D-mannose by tetraethylammonium chlorochromate in aqueous acetic acid medium. Asian J. Chem. 2006;18(4):3073-3080.
Agarwal G, Tiwari S. Kinetics and mechanism of the oxidation of d-mannose with pyridinium chlorochromate. Reaction Kinetics & Catalysis Letters 1993;49(2):361-367. https://doi.org/10.1007/bf02067704
Mardhanpally A, Kodali S, Jakku N, Kamatala C, Yerraguntla R. Potassium hydrogen sulfate mediated kinetics and mechanism of oxidation of certain polyols by Quinolinium bound Cr(VI) reagents. SN Applied Sciences 2020;2(10):1747-1759. https://doi.org/10.1007/s42452-020-03537-w
Tomar A, Chaudhary V, Singh JV. Oxidation studies of some aldopentoses with quinolinium fluorochromate: a comparative investigation of reactivity. Oxid. Commun. 2022;45(1):32-39.
Hu X, Shi Y, Zhang P, Miao M, Zhang T, Jiang B. D-mannose: Properties, Production, and Applications: An Overview. Comprehensive Reviews in Food Science and Food Safety 2016;15(4):773-785. https://doi.org/10.1111/1541-4337.12211
Pandurangan A, Rajkumar GA, Arbindoo B, Murugesan V. Imidazolium fluorochromate (IFC): A new, mild, stable and selective chromium(VI) oxidant, Indian J. Chem. 1999;38B:99-100.
Sharma D, Pancharia P, Vyas S, Sharma PK. Oxidation of some aliphatic aldehydes by imidazolium fluorochromate. A kinetic and mechanistic study. Oxid. Commun. 2012;35(4):821-831.
Sharma D, Panchariya P, Vyas S, Kotai L, Sharma PK. Oxidation studies of aliphatic secondary alcohols by imidazolium fluorochromate. A kinetic and mechanistic approach. Int. J. Chem. 2012;1(1):29-37
Mathur L, Choudhary A, Prakash O, Sharma P. Oxidation of Organic Sulfides by Imidazolium Fluorochromate: A Kinetic and Mechanistic Approach. Asian Journal of Chemistry 2014;26(9):2597-2603. https://doi.org/10.14233/ajchem.2014.15753
Tomar A, Singh JV. Imidazolium fluorochromate: a novel chromium(VI) oxidant, mechanistic and synthetic aspects. Int. J. Anal. Exp. Modal Analysis. 2023;15(1):356-381.
Honda S, Sudo K, Kakehi K, Takiura K. Periodate oxidation analysis of carbohydrates. Analytica Chimica Acta 1975;77:274-277. https://doi.org/10.1016/s0003-2670(01)95180-3
Feigl F. Spot tests in organic chemistry. Amsterdam: Elsevier; 1960.
Laidler KJ. Chemical Kinetics. Singapore: Pearson Education; 2014.
Espenson JH. Chemical Kinetics and Reaction Mechanisms. New York: McGraw Hill; 2002.
Glasstone S, Laidler KJ, Eyring H. Theory of Rate Processes. 1st ed. New York: McGraw Hill; 1941.
Amis ES. Solvent Effects on Reaction Rates and Mechanism. New York: Academic Press; 1966.
Kirkwood J. Theory of Solutions of Molecules Containing Widely Separated Charges with Special Application to Zwitterions. The Journal of Chemical Physics 1934;2(7):351-361. https://doi.org/10.1063/1.1749489
Downloads
Published
Issue
Section
License
Copyright (c) 2024 French-Ukrainian Journal of Chemistry
This work is licensed under a Creative Commons Attribution 4.0 International License.
The French‑Ukrainian Journal of Chemistry holds copyright and publishes all articles under a Creative Commons Attribution 4.0 International licence (CC BY 4.0).
This license permits unrestricted use, sharing, adaptation, distribution, and reproduction in any medium or format, provided that the original author(s) and source are credited, a link to the license is included, and any changes made are indicated.
Authors grant the French‑Ukrainian Journal of Chemistry the exclusive right of first publication and may enter into separate, non‑exclusive distribution agreements for the published version (e.g., institutional repository, book chapter). Authors are also encouraged to post pre‑prints and post‑prints online to increase visibility and citation.
