Skip to main content
Log in

A kinetic and mechanistic investigation of oxidation of D-Mannitol by Diperiodatocuprate (III) in an aqueous alkaline medium

  • REGULAR ARTICLE
  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

The study investigates the kinetics associated with the oxidation of D-Mannitol (D-Mann) by diperiodatocuprate(III) (DPC) in an aqueous alkaline medium using spectrophotometric method. Reaction medium’s ionic strength was maintained constant at 0.60 mol dm-3. First-order kinetics in [DPC] and less than unit order for [D-Mann] and [alkali] were observed in the reaction. It was of the negative fractional order in [periodate]. It was determined that the reaction of substrate D-Mann with DPC in an alkaline medium shows 1(D-Mann):4(DPC) stoichiometry. Ionic strength of the medium had no effect on the rate of reaction and same was the observation with dielectric constant. The products of reaction were identified by FTIR and confirmed by LC-ESI-MS spectral data. The reaction constants for each step of the mechanism were determined. For the slow step of reaction mechanism, activation parameters were calculated and discussed. Further, thermodynamic quantities for the reactions were also estimated.

Graphical abstract

Based on the literature survey, DPC was chosen for the current study. DPC was prepared by the reported methods as cited in the manuscript. Stable reaction mixtures were prepared in two different reagent bottles and maintained at a desired temperature using a water bath. The reaction between the oxidant DPC and substrate D-Mannitol was spectrophotometrically analyzed by a UV-Vis spectrophotometer. With the help of data obtained, graphs were plotted to obtain kobs for different variations, and the mechanism was synthesized. A rate law for the reaction under investigation was proposed based on the results and mechanism.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Figure 1
Figure 2
Figure 3
Figure 4
Figure 5
Figure 6

Similar content being viewed by others

References

  1. Grembecka M 2015 Sugar alcohols—their role in the modern world of sweeteners: a review Eur. Food Res. Technol. 241 1

    Article  CAS  Google Scholar 

  2. Ghosh S, Falter F and Cook D J 2009 Priming solutions for cardiopulmonary bypass circuits in Cardiopulmonary Bypass (Cambridge: Cambridge University Press) pp. 36–40

  3. Seeger F L and Lewis P M 1964 Ophthalmological Use of Mannitol Arch. Ophthalmol. 72 219

    Article  PubMed  CAS  Google Scholar 

  4. Kumar A, Kumar P and Ramamurthy P 1999 Kinetics of Oxidation of Glycine and Related Substrates by Diperiodatoargentate (III) Polyhedron 18 773

    Article  CAS  Google Scholar 

  5. Shettar R S, Shetti N P and Nandibewoor S T 2009 Mechanistic Study on the Oxidation of 4-Hydroxycoumarin by Diperiodatonickelate(IV) in Aqueous Alkaline Medium E-J. Chem. 6 601

    Article  CAS  Google Scholar 

  6. Konnur S B and Nandibewoor S T 2019 Kinetic Investigations of Ruthenium(III) Catalyzed Oxidation of Dimedone by Diperiodatocuprate(III) in Aqueous Alkaline Media Russ. J. Phys. Chem. A 93 1686

    Article  CAS  Google Scholar 

  7. Niu W, Zhu Y, Hu K, Tong C and Yang H 1996 Kinetics of Oxidation of SCN by Diperiodato Cuprate(III) (DPC) in Alkaline Medium Int. J. Chem. Kinet. 28 899

    Article  CAS  Google Scholar 

  8. Kitajima N and Moro-oka Y 1994 Copper-Dioxygen Complexes. Inorganic and Bioinorganic Perspectives Chem. Rev. 94 737

    Article  CAS  Google Scholar 

  9. Karlin KD, Kaderli S and Zuberbuhler AD 1997 Kinetics and Thermodynamics of Copper(I)/Dioxygen Interaction Acc. Chem. Res. 30 139

    Article  CAS  Google Scholar 

  10. Solomon EI, Chen P, Metz M, Lee S K and Palmer A E 2001 Oxygen Binding, Activation, and Reduction to Water by Copper Proteins Angew. Chem. Int. Ed. Engl. 40 4570

    Article  PubMed  CAS  Google Scholar 

  11. Peisach J, Alsen P and Blumberg W E 1966 The Biochemistry of Copper (New York: Academic Press) p.49

  12. Sethuram B 2003 Some Aspects of Electron Transfer Reactions Involving Organic Molecules (New Delhi: Allied Publications) p. 73

  13. Nadimpali S, Padmvasthy J and Yusuff K K M 2001 Determination of the nature of the diperiodatocuprate (III) species in aqueous alkaline medium through a kinetic and mechanistic study on the oxidation of iodide ion Trans. Met. Chem. 26 315

    Article  Google Scholar 

  14. Sataraddi Sanjeevaraddi R and Nandibewoor Sharanappa T 2013 Mechanistic Investigations of Uncatalyzed and Ruthenium(III) Catalyzed Oxidation of DMannitol by Diperiodatoargentate(III) Complex in Aqueous Alkaline Medium Synth. React.  Inorg. Met. Org. Nano-Met. Chem. 43 809

    Article  CAS  Google Scholar 

  15. Patil R H, Naik P N and Nandibewoor S T 2009 Mechanistic Investigation Of Oxidation Of Diclofenac Sodium By Diperiodatocuprate(III) Complex In Aqueous Alkaline Medium Prog. React. Kinet. Mech. 34 329

    Article  CAS  Google Scholar 

  16. Murthy C P, Sethuram B and Navaneeth Rao T 1981 Kinetics of oxidation of some alcohols by diperiodatocuprate(III) in alkaline medium Z. Phys. Chem. 262 336

    Article  CAS  Google Scholar 

  17. Pattar V P, Magdum P A, Patil D G and Nandibewoor S T 2016 Thermodynamic, kinetic and mechanistic investigations of Piperazine oxidation by Diperiodatocuprate(III) complex in aqueous alkaline medium J. Chem. Sci. 128 477

    Article  CAS  Google Scholar 

  18. Chowdhury B, Mondal M H, Barman M K and Saha B 2019 A study on the synthesis of alkaline copper (III)-periodate (DPC) complex with an overview of its redox behavior in aqueous micellar media Res. Chem. Intermed. 45 789

    Article  CAS  Google Scholar 

  19. Jeffery G H, Bassett J, Mendham J and Denny R C 1996 Vogel’s Textbook of Quantitative Chemical Analysis (Essex: Longman) p. 455 p. 371

  20. Fiegl F 1975 Spot Tests in Organic Analysis (New York: Elsevier) p.195

  21. Ma Y, Li B, Zhang X, Wang C and Chen W 2022 Production of Gluconic Acid and Its Derivatives by Microbial Fermentation: Process Improvement Based on Integrated Routes Front. Bioeng. Biotechnol. 10 864787

    Article  Google Scholar 

  22. Ramachandran S, Nair S, Larroche C and Pandey A 2017 Gluconic Acid. Current Developments in Biotechnology and Bioengineering (Oxford: Elsevier) p. 577

  23. Bhattacharya S and Banerjee P 1996 Kinetic Studies on the Electron Transfer between Azide and Nickel(IV) Oxime Imine Complexes in Aqueous Solution Bull. Chem. Soc. Jap. 69 3475

    Article  CAS  Google Scholar 

  24. Kiran T S, Hiremath C V and Nandibewoor S T 2006 Kinetic, Mechanistic and Spectral Investigations of Ruthenium(III)/Osmium(VIII)-Catalysed Oxidation of Paracetamol by Alkaline Diperiodatoargentate(III) (Stopped Flow Technique) Appl. Cat. A Gen. 305 79

    Article  Google Scholar 

  25. Sethuram B 2003 Some Aspects of Electron Transfer Reactions Involving Organic Molecules (New Delhi: Allied Publishers) p. 78

  26. Lister M W 1953 The Stability of Some Complexes Of Trivalent Copper Can. J. Chem. 31 638

    Article  CAS  Google Scholar 

  27. Hiremath D C, Kiran T S and Nandibewoor S T 2007 Oxidation of Vanillin by Diperiodatocuprate(III) in Aqueous Alkaline Medium: A Kinetic and Mechanistic Study by Stopped Flow Technique Int. J. Chem. Kinet. 39 236

    Article  CAS  Google Scholar 

  28. Rangappa K S, Raghavendra M P, Mahadevappa D S and Channegouda D 1998 Sodium N-Chlorobenzenesulfonamide as a Selective Oxidant for Hexosamines in Alkaline Medium: A Kinetic and Mechanistic Study J. Org. Chem. 63 531

    Article  PubMed  CAS  Google Scholar 

  29. Bilehal D C, Kulkarni R M and Nandibewoor S T 2001 Kinetics and mechanistic study of the ruthenium (III) catalyzed oxidative deamination and decarboxylation of L-valine by alkaline permanganate Can. J. Chem. 79 1926

    Article  CAS  Google Scholar 

  30. Weissberger A and Lewis E S (Eds.) 1974 Investigations of Rates and Mechanism of Reactions in Techniques of Chemistry (New York: Wiley) Vol. 4 p. 421

  31. Walling C 1957 Free Radicals in Solution (New York: Academic Press) p. 38

  32. Martinez M, Pitraque M A and Eldik R V 1996 Outer-sphere redox reactions of [Co III (NH3)5 (Hx Py Oz)](m–3)–complexes. A temperature-and pressure-dependence kinetic study on the influence of the phosphorus oxoanions J. Chem. Soc. Dalton Trans. 13 2665

  33. Farokhi S A and Nandibewoor S T 2003 Kinetic, mechanistic and spectral studies for the oxidation of sulfanilic acid by alkaline hexacyanoferrate (III) Tetrahedron 59 7595

    Article  CAS  Google Scholar 

  34. Magdum P A, Gundapalli B S, Kurubar M M and Nandibewoor S T 2014 Kinetics And Mechanistic Investigation of Oxidation of D-Mannitol By Periodate In Aqueous Alkaline Medium J. Appl. Chem. 3 1744

    Google Scholar 

Download references

Acknowledgements

Authors would like to thank Dr. Krishna Naik for his valuable inputs.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Sharanappa T Nandibewoor.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 42 KB)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kurundawade, S.R., Nandibewoor, S.T. A kinetic and mechanistic investigation of oxidation of D-Mannitol by Diperiodatocuprate (III) in an aqueous alkaline medium. J Chem Sci 136, 8 (2024). https://doi.org/10.1007/s12039-023-02240-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s12039-023-02240-8

Keywords

Navigation