Skip to main content
SpringerLink
Log in

A kinetic and mechanistic study of oxidation of l-lysine by the analytical reagent diperiodatoargentate(III) in aqueous alkaline medium

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

The kinetics of oxidation of l-lysine by diperiodatoargentate(III) (DPA) in aqueous alkaline medium at a constant ionic strength of 0.50 mol dm−3 was studied spectrophotometrically. The oxidation products are aldehyde, 5-aminopentanal and Ag(I). The main products were identified by spot test, IR and GC-MS. The stoichiometry is [l-lysine]:[DPA] = 1:1. The reaction is first order with respect to diperiodatoargentate(III) concentrations, whereas the order with respect to l-lysine and alkali concentrations changes from first order to zero order as the l-lysine and alkali concentrations are increased. The effects of added products, periodate, ionic strength, and dielectric constant of the reaction medium were investigated. Based on the experimental results, a mechanism involving complex formation between DPA species and l-lysine is proposed. The reaction constants involved in the mechanism were evaluated. The activation parameters with respect to the slow step of the mechanism were determined and discussed.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Scheme 1
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Mahadevappa DS, Rangappa KS, Gouda NM, Thimmegowda B (1982) Int J Chem Kinet 14:1183

    Article  CAS  Google Scholar 

  2. (a) Mahanti MK, Laloo D (1990) J Chem Soc Dalton Trans 311; (b) Kulkarni RM, Bilehal DC, Nandibewoor ST (2003) Transition Met Chem 28:199

    Google Scholar 

  3. Sethuram B (2003) Some aspects of electron-transfer reactions involving organic molecules. Allied Publishers (P) Ltd., New Delhi, p 78

    Google Scholar 

  4. Jaiswal PK, Yadava KL (1970) Talanta 17:236

    Article  CAS  Google Scholar 

  5. (a) Jayaprakash Rao P, Sethuram B, Navaneeth Rao T (1985) React Kinet Cat Letter 29:289; (b) Venkata Krishna K, Jayaprakash Rao P (1998) Indian J Chem 37A:1106 and references therein

  6. (a) Kumar A, Kumar P, Ramamurthy P (1999) Polyhedron 18:773; (b) Kumar A, Kumar P (1999) J Phys Org Chem 12:79; (c) Kumar A, Vaishali, Ramamurthy P (2000) Int J Chem Kinet 32:286

  7. Veeresh TM, Hiremath CV, Nandibewoor ST (2006) J Phys Org Chem 20:55

    Google Scholar 

  8. Cohen GL, Atkinson G (1964) Inorg Chem 3:1741

    Article  CAS  Google Scholar 

  9. Jeffery GH, Bassett J, Mendham J, Denny RC (1996) Vogel’s textbook of quantitative chemical analysis, 5th edn. ELBS, Longman, Essex, UK, pp 391, 467

  10. Hugar GH, Nandibewoor ST (1994) Transition Met Chem 19:215

    Article  CAS  Google Scholar 

  11. Vogel AI (1989) A text book of quantitative chemical analysis, 5th edn. ELBS, Longmen Essex, UK, p 371

  12. (a) Agrawal MC, Upadhyay SK (1983) J Sci Ind Res 42:508; (b) Hugar GH, Nandibewoor ST (1994) Transition Met Chem 19:215

    Google Scholar 

  13. (a) Crouthumel CE, Meek HV, Martin DS, Banus CV (1949) J Am Chem Soc 71:3031; (b) Crouthamel CE, Hayes AM, Martin DS (1951) J Am Chem Soc 73:82

    Google Scholar 

  14. Jaiswal PK (1972) Analyst 1:503

    CAS  Google Scholar 

  15. (a) Moelwyn-Hughes EA (1961) Physical chemistry, 2nd edn. Pergamon Press, New York; (b) Lewis ES (1973) Investigation of rates and mechanisms of reactions, 3rd edn. A Wiley Interscience publications, pp 373

  16. Rangappa KS, Raghavendra MP, Mahadevappa DS, Channegouda D (1998) J Org Chem 63:531

    Article  CAS  Google Scholar 

  17. (a) Martinez M, Pitarque MA, Eldik RV (1996) J Chem Soc Dalton Trans 2665; (b) Farokhi SA, Nandibewoor ST Tetrahedron 59:7595

    Google Scholar 

  18. Lewis ES (1974) Investigations of rates and mechanisms of reactions, 3rd edn. Wiley, New York, p 415

    Google Scholar 

  19. (a) Exner O (1964) Coll Czech Chem Commun 29:1094; (b) Exner O (1972) Coll Czech Chem Commun 37:1425

    Google Scholar 

  20. Leffler JE (1955) J Org Chem 20:1202

    Article  CAS  Google Scholar 

  21. Seregar VC, Hiremath CV, Nandibewoor ST (2006) Z Phys Chem 220:615

    CAS  Google Scholar 

  22. Hiremath CV, Kulkarni SD, Nandibewoor ST (2007) Ind Eng Chem Res 45:8029

    Article  Google Scholar 

  23. Hiremath DC, Seregar VC, Nandibewoor ST (2007) Z Phys Chem (Communicated)

Download references

Author information

Authors and Affiliations

  1. P.G. Department of Studies in Chemistry, Karnatak University, Dharwad, 580 003, India

    Deepak S. Munavalli, Shivamurti A. Chimatadar & Sharanappa T. Nandibewoor

Authors
  1. Deepak S. Munavalli
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Shivamurti A. Chimatadar
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Sharanappa T. Nandibewoor
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Sharanappa T. Nandibewoor.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Munavalli, D.S., Chimatadar, S.A. & Nandibewoor, S.T. A kinetic and mechanistic study of oxidation of l-lysine by the analytical reagent diperiodatoargentate(III) in aqueous alkaline medium. Transition Met Chem 33, 535–542 (2008). https://doi.org/10.1007/s11243-008-9069-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-008-9069-8

Keywords

Search

Navigation