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Kinetic study of the ruthenium(III)-catalyzed oxidation of glycine by N-bromophthalimide in acidic medium

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Abstract

The kinetics of ruthenium(III) chloride-catalyzed oxidation of glycine by N–bromophthalimide (NBP) was studied in aqueous perchloric acid at 35 °C. The results showed first- and zero-order behavior with respect to NBP and Gly, respectively. Ru(III) showed a catalytic effect on the reaction which followed first-order kinetics with respect to [Ru(III)] at a low concentration range and tended to zero order at high concentration range. The rates decreased with increase in the proton concentration, while chloride positively influenced the rate of the reaction. Two moles of NBP were required to oxidize one mole of Gly, and the products were identified as phthalimide (NHP), HCN, CO2, and Br−. Neither added NHP nor Br− influenced the reaction rate. Ionic strength and dielectric constant of the medium had no significant effect on the rate. Activation parameters were determined by studying the reaction at different temperatures. A reaction scheme of the catalytic oxidation is proposed.

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References

  1. Vijaya Mohan K, Raghunatha Rao P, Sundaram EV (1984) J Indian Chem Soc 61:225

    CAS  Google Scholar 

  2. Chandra G, Srivastava SN (1972) J Inorg Nucl Chem 34:197–204

    Article  CAS  Google Scholar 

  3. Rao VS, Sethuram B, Rao TN (1979) Int J Chem Kinet 11:165–173

    Article  CAS  Google Scholar 

  4. Singh AK, Jain B, Negi R, Katre YR, Singh SP (2009) Open Catal J 2:12–20

    Article  CAS  Google Scholar 

  5. Rangappa KS, Raghvendra MP, Mahadevappa DS, Gowda BT (1998) Carbo Res 306:56–57

    Article  Google Scholar 

  6. Gowda BT, Damodara N, Jyothi K (2005) Int J Chem Kinet 37:572–582

    Article  CAS  Google Scholar 

  7. Mukherjee J, Banerjee KK (1981) J Org Chem 46:2323–2326

    Article  CAS  Google Scholar 

  8. Khanchandani R, Sharma PK, Banerjee KK (1996) Ind J Chem A 35:576

    Google Scholar 

  9. Chaudhary K, Sharma PK, Banerjee KK (1991) Int J Chem Kinet 31:469

    Google Scholar 

  10. Kumbhat V, Sharma PK, Banerjee KK (2002) Int J Chem Kinet 34:248

    Article  CAS  Google Scholar 

  11. Ramchandrappa R, Puttyswamy SM, Mayanna N, Gowda MM (1998) Int J Chem Kinet 30:407–414

    Article  Google Scholar 

  12. Kumar KG, Indrasen P (1989) J Pharm Biomed Anal 7:627

    Article  CAS  Google Scholar 

  13. Kumar KG, Indrasen P (1988) Analyst 113:369

    Article  Google Scholar 

  14. Kumar KG, Das CM, Indrasen P (1988) Talanta 35:65

    Article  Google Scholar 

  15. Singh AK, Jain B, Katre YR (2009) Oxid Commun 32:350–355

    Google Scholar 

  16. Pink JM, Stewart R (1971) Can J Chem 49:650

    Google Scholar 

  17. Das AK (2001) Coord Chem Rev 213:307

    Article  CAS  Google Scholar 

  18. Veerasomaiah P, Reddy KB, Sethuram B, Rao TN (1987) Ind J Chem 26A:402

    Google Scholar 

  19. Singh AK, Jain B, Negi R, Katre YR, Singh SP, Sharma VK (2009) Catal Lett 131:98–104

    Article  CAS  Google Scholar 

  20. Singh AK, Jain B, Negi R, Katre YR, Singh SP, Sharma VK (2009) Transition Met Chem 34:521–528

    Article  CAS  Google Scholar 

  21. Singh AK, Negi R, Katre YR (2009) J Mol Catal A Chem 302:36–42

    Article  CAS  Google Scholar 

  22. Sun L et al (1999) J Am Chem Soc 121:6834–6842

    Article  CAS  Google Scholar 

  23. Arkin MR, Stemp EDA, Coates PS, Barton JK (1997) Chem Biol 4:389–400

    Article  CAS  Google Scholar 

  24. Reddy CS, Vijaya Kumar T (1995) Ind J Chem 34A:615

    CAS  Google Scholar 

  25. Kamble DL, Chougale RB, Nandibewoor ST (1996) Ind J Chem 35A:865

    CAS  Google Scholar 

  26. Soloway S, Lipschietz A (1952) Anal Chem 24:898

    Article  CAS  Google Scholar 

  27. Fiegl F (1975) Spot test in organic analysis, 7th edn. Elsevier, New York

    Google Scholar 

  28. Robert Thornton M, Robert Neilson B (2004) Org Chem, 6th edn. Pearson Education, New York pp 1208

    Google Scholar 

  29. Das CM, Indrasenan P (1986) Ind J Chem 25A:605

    CAS  Google Scholar 

  30. Das CM, Indrasenan P (1987) Ind J Chem 26A:717

    CAS  Google Scholar 

  31. Joshi GK, Katre YR, Singh AK (2006) J Surf Deterg 9:231–235

    Article  CAS  Google Scholar 

  32. Katre YR, Joshi GK, Singh AK (2008) Tenside Surf Det 45:213

    CAS  Google Scholar 

  33. Taqui Khan MM, Chandraiah GR, Rao AP (1986) Inorg Chem 25:665

    Article  CAS  Google Scholar 

Download references

Acknowledgments

One of authors (AKS) thanks the University Grant Commission, Central Regional Office Bhopal (MP) for Minor Research Project grant. We wish to thank reviewers and specially Chief Editor for the critical and useful comments that refined the manuscript a lot.

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Authors and Affiliations

  1. Department of Chemistry, Govt. V. Y. T. PG. Autonomous College Durg (C.G.), Chhattisgarh, India

    Ajaya Kumar Singh, Bhawana Jain & Reena Negi

  2. Department of Chemistry, Kalyan Mahavidyalaya, Bhilai Nagar Sect-7, Bhilai, India

    Yokraj Katre

  3. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan

    Surya P. Singh

  4. Chemistry Department, Florida Institute of Technology, Melbourne, FL, 32901, USA

    Virender K. Sharma

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  1. Ajaya Kumar Singh
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  2. Bhawana Jain
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  3. Reena Negi
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  4. Yokraj Katre
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  5. Surya P. Singh
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Correspondence to Ajaya Kumar Singh.

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Singh, A.K., Jain, B., Negi, R. et al. Kinetic study of the ruthenium(III)-catalyzed oxidation of glycine by N-bromophthalimide in acidic medium. Transition Met Chem 35, 407–414 (2010). https://doi.org/10.1007/s11243-010-9342-5

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