Issue

Vol. 33 No. 1 (2021): Vol 33 Issue 1

Copyright (c) 2021 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Surfactant Catalyzed Oxidation of Ethanolamines by Cerium(IV)

https://doi.org/10.14233/ajchem.2021.22907
Ranjan Kumar Padhy
Department of Chemistry, National Institute of Science & Technology, Palur Hills, Golanthara, Berhampur-761008, India
Sreelekha Das Bhattamisra
Department of Chemistry, Berhampur University, Berhampur-760007, India

Corresponding Author(s) : Ranjan Kumar Padhy

rkpadhy@nist.edu

Asian Journal of Chemistry, Vol. 33 No. 1 (2021): Vol 33 Issue 1

Abstract

Effect of surfactant medium on the kinetics of oxidation of amino alcohol by cerium(IV) has been reported. Two amino alcohols namely, monoethanolamine (MEA) and triethanolamine (TEA) are chosen for kinetic study. Sizeable changes in reaction rate are noted only in presence of sodium lauryl sulphate (NaLS) as surfactant. Both the amino alcohols exhibit rate maxima at around the cmc of NaLS, beyond which the kψ-[NaLS] profile shows slow increase in rate constant with increasing NaLS concentration. Suitable model has been used to explain the kinetic pattern post CMC and from this the micelle-reactant binding constant values have been evaluated. From the temperature dependence study, the activation parameters for the oxidation reactions have been computed and these are compared against those obtained for aqueous medium. Based on all information, plausible mechanism for micellar catalysis has been presented.

Keywords

Micelles Amino alcohol Monoethanolamine Triethanolamine Sodium lauryl sulphate Activation parameters
Kumar Padhy, R., & Das Bhattamisra, S. (2020). Surfactant Catalyzed Oxidation of Ethanolamines by Cerium(IV). Asian Journal of Chemistry, 33(1), 21–25. https://doi.org/10.14233/ajchem.2021.22907
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. G.P. Panigrahy and S.K. Sahu, Indian J. Chem., 35A, 660 (1996).
  2. N. Sutin, ed.: G.I. Eichhorn, Inorganic Biochemistry, vol. 2, Elsevier:Amsterdam (1973).
  3. D. Piszkiewicz, J. Am. Chem. Soc., 99, 7695 (1977);https://doi.org/10.1021/ja00465a046
  4. G. Masdeu, M. Pérez-Trujillo, J. López-Santín and G. Álvaro, ProcessBiochem., 51, 1204 (2016);https://doi.org/10.1016/j.procbio.2016.05.022
  5. A. Villa, S. Campisi, M. Schiavoni and L. Prati, Materials, 6, 2777 (2013);https://doi.org/10.3390/ma6072777
  6. X. Meng, Y. Zhang, Z. Li, H. Wang and S. Zhang, Ind. Eng. Chem.Res., 58, 8506 (2019);https://doi.org/10.1021/acs.iecr.9b00442
  7. X. Meng, Y. Bai, H. Xu, Y. Zhang, C. Li, H. Wang and Z. Li, Mol. Catal.,469, 131 (2019);https://doi.org/10.1016/j.mcat.2019.03.011
  8. I. Lundt and R. Madsen, Iminosugars as Powerful GlycosidaseInhibitors−Synthetic Approaches from AIdonolactones, Wiley-VCH,p. 93 (1999).24 Padhy et al. Asian J. Chem.
  9. Q. Li and X.S. Ye, Isr. J. Chem., 55, 336 (2015);https://doi.org/10.1002/ijch.201400150
  10. B. Winchester and G.W.J. Fleet, Glycobiology, 2, 199 (1992);https://doi.org/10.1093/glycob/2.3.199
  11. P. Sears and C.H. Wong, Angew. Chem. Int. Ed., 38, 2300 (1999);https://doi.org/10.1002/(SICI)1521-3773(19990816)38:16<2300::AID-ANIE2300>3.0.CO;2-6
  12. P. Hu, Y. Ben-David and D. Milstein, J. Am. Chem. Soc., 138, 6143(2016);https://doi.org/10.1021/jacs.6b03488
  13. S. Biella, G. Castiglioni, C. Fumagalli, L. Prati and M. Rossi, Catal.Today, 72, 43 (2002);https://doi.org/10.1016/S0920-5861(01)00476-X
  14. T.S. Francyzk and W.L. Moench Jr., Process for the Preparation of Carboxylic Acid Salts from Primary Alcohols, US Patent 6,646,160(2003).
  15. S.D. Bhattamisra and S.K. Mishra, Oxid. Commun., 10, 235 (1987).
  16. B. Nayak and S.D. Bhattamisra, Asian J. Chem., 14, 377 (2002).
  17. A.K. Panda and S.D. Bhattamisra, Indian J. Chem. Technol., 22, 253 (2015).
  18. M.D. Meti, P.K. Hullatti, T.N. Patgar, S.C. Goudar, S.T. Nandibewoor,Shivamurti, A. Chimatadar and M.oreman, Cogent Chem., 2, 1195243(2016); https://doi.org/10.1080/23312009.2016.1195243
  19. D.V. Naik, K.S. Byadagi, S.T. Nandibewoor and S.A. Chimatadar,Monatsh. Chem., 144, 1307 (2013); https://doi.org/10.1007/s00706-013-1005-8
  20. L. Xu, H. Tian, H. Yao and T. Shi, Int. J. Chem. Kinet., 50, 856 (2018); https://doi.org/10.1002/kin.21220
  21. J. Wisniewska, G. Wrzeszcz, M. Kurzawa and R van Eldik, Dalton Trans., 41, 1259 (2012); https://doi.org/10.1039/C1DT11664A
  22. L. Cai, M. Gochin and K. Liu, Chem. Commun., 47, 5527 (2011); https://doi.org/10.1039/C1CC10605H
  23. M.R. Amin, S. Mahbub, M.R. Molla, M.M. Alam, M.F. Hossain, S.Rana, M. Abdul Rub, M.A. Hoque and D. Kumar, J. Chem. Eng. Data, 64, 2750 (2019);https://doi.org/10.1021/acs.jced.9b00146
  24. S. Mahbub, M.A. Rub, M.A. Hoque, M.A. Khan and D. Kumar, J.Phys. Org. Chem., 32, e3967 (2019); https://doi.org/10.1002/poc.3967
  25. D. Kumar and M.A. Rub, J. Mol. Liq., 238, 389 (2017); https://doi.org/10.1016/j.molliq.2017.05.027
  26. B. Kumar, D. Tikariha, M.L. Satnami, N. Barbero, P. Quagliotto and K.K. Ghosh, J. Phys. Org. Chem., 27, 613 (2014); https://doi.org/10.1002/poc.3308
  27. F. Khan, M.A. Rub, N. Azum, D. Kumar and A.M. Asiri, J. Solution Chem., 44, 1937 (2015); https://doi.org/10.1007/s10953-015-0386-1
  28. A.K. Singh, N. Sen, S.K. Chatterjee and M.A.B.H. Susan, Colloid Polym. Sci., 294, 1611 (2016); https://doi.org/10.1007/s00396-016-3921-8
  29. N. Ataci and A. Sarac, Am. J. Anal. Chem., 5, 22 (2014); https://doi.org/10.4236/ajac.2014.51004
  30. Y. Moroi, Micelles, Theoretical and Applied Aspects, Plenum Press: New York (1992).
  31. F.P. Cavasino, R. Cervellati, R. Lombardo and M.L. Turco Liveri, J. Phys. Chem. B, 103, 4285 (1999); https://doi.org/10.1021/jp984205u
  32. J.D. Lee, Concise Inorganic Chemistry, Wiley India: New Delhi (1996).
  33. J.H. Jeffry, J. Basset, J. Mendham and R.C. Denny, Vogel’s Text Book of Quantitative Chemical Analysis, ELBS, Longman: Essex, UK (1996).
  34. V.C. Reinsborough and B.H. Robinson, J. Chem. Soc. Faraday Trans.I, 75, 2395 (1979); https://doi.org/10.1039/F19797502395
  35. C.A. Bunton and G. Cerichelli, Int. J. Chem. Kinet., 12, 519 (1980); https://doi.org/10.1002/kin.550120803
  36. G.P. Panigrahi and S.K. Mishra, J. Mol. Catal., 81, 349 (1993); https://doi.org/10.1016/0304-5102(93)85020-T
  37. S. Pandey and S.K. Upadhyay, J. Colloid Interface Sci., 285, 789(2005); https://doi.org/10.1016/j.jcis.2004.01.085
  38. N.A. Lange, Hand Book of Chemistry, McGraw Hill Book Company: London (1999).
  39. G. Arcoleo, G. Calvaruso, F.P. Cavasino and C. Sbriziolo, Inorg. Chim.Acta, 23, 227 (1977); https://doi.org/10.1016/S0020-1693(00)94766-2
  40. T.J. Hardwick and E. Robertson, Can. J. Chem., 29, 828 (1951); https://doi.org/10.1139/v51-095
  41. A.M.M. Doherty, M.D. Radcliffe and G. Stedman, J. Chem. Soc., DaltonTrans., 18, 3311 (1999);https://doi.org/10.1039/a904080c
  42. F.M. Menger and C.E. Portnoy, J. Am. Chem. Soc., 89, 4698 (1967);https://doi.org/10.1021/ja00994a023
  43. N. Chhetria, S.A. Bhoitea, A.K. Singh and B. Jain, Indian. J. Chem.,59A, 551 (2020).
  44. D. Kumar and M.A. Rub, J. Phys. Org. Chem., 32, e3997 (2019); https://doi.org/10.1002/poc.3997
  45. C.A. Bunton, C.P. Cowell, F. Nome and L.S. Romsted, J. Phys. Org.Chem., 3, 239 (1990);https://doi.org/10.1002/poc.610030406
  46. C. Hirose and L. Sepulveda, J. Phys. Chem., 85, 3689 (1981); https://doi.org/10.1021/j150624a032
  47. C. Tanford, The Hydrophobic Effect, Wiley: New York (1973)
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0