Startseite Naturwissenschaften Kinetics of Cetyltrimethylammonium Bromide Catalysed Oxidation of Cyclopentanone by N-Bromophthalimide in Acidic Medium
Artikel
Lizenziert
Nicht lizenziert Erfordert eine Authentifizierung

Kinetics of Cetyltrimethylammonium Bromide Catalysed Oxidation of Cyclopentanone by N-Bromophthalimide in Acidic Medium

  • Yokraj R. Katre , Kamalni Tripathi und Ajaya K. Singh
Veröffentlicht/Copyright: 1. Mai 2013
Veröffentlichen auch Sie bei De Gruyter Brill
Informationen für Autor*innen
Tenside Surfactants Detergents
Aus der Zeitschrift Tenside Surfactants Detergents Band 51 Heft 2

Abstract

The effect of cationic micelles of cetyltrimethylammonium bromide (CTAB) and anionic micelles of sodium dodecyl sulphate (SDS) on the kinetics of oxidation of cyclopentanone by N-bromophthalimide (NBP) was studied iodometrically at 308 K. In addition to the kinetic experiments, conductivity measurements have also been done to obtain critical micelle concentration and other thermodynamic properties. The kinetic observations indicate fractional order and first order dependence with respect to [cyclopentanone] and [NBP] respectively. Cationic surfactant (CTAB) strongly catalyses the oxidation of Cyclopentanone in aqueous acetic acid medium. Typical kobs and [CTAB] profile were observed i. e. with the progressive increase in [CTAB], the reaction rate increased and at higher concentration of CTAB, constancy in kobs was observed. Anionic surfactant (sodium dodecylsulphate, SDS), mercuric acetate and phthalimide did not influence the reaction rate. The presence of inorganic salts (KCl, KBr) exhibits a severe hike in the reaction rate. The various activation parameters in the presence of CTAB have been also evaluated. A suitable mechanism consistent with the experimental findings has been proposed.

Kurzfassung

Der Einfluss der kationischen Mizellen des Cetyltrimethylammoniumbromids (CTAB) und der anionischen Mizellen des Natriumdodecylsulfats (SDS) auf die Kinetik der Oxidationsreaktion des Cyclopentanons durch N-Bromophthalimid (NBP) wurde bei 308 K iodometrisch studiert. Zusätzlich zu den kinetischen Experimenten wurde Leitfähigkeitsmessungen durchgeführt, um die kritische Mizellbildungskonzentration und weitere thermodynamische Parameter zu bestimmen. Die Ergebnisse zeigen eine Kinetik gebrochener Ordnung in Hinblick auf die Cyclopentanonkonzentration und eine Kinetik Erster Ordnung hinsichtlich der N-Bromophthalimidkonzentration an. Das kationische Tensid CTAB katalysiert die Oxidation des Cyclopentanons im sauren wässrigen Medium stark. Die typischen kobs- und [CTAB]-Profile wurden festgestellt, d. h. mit zunehmender Konzentration der CTAB-Konzentration steigt die Reaktionsgeschwindigkeit; bei höheren CTAB-Konzentrationen ist kobs konstant. Das anionische Tensid SDS, Quecksilberacetat und Phthalimid beeinflussen die Reaktionsgeschwindigkeit dagegen nicht. Die Anwesenheit anorganischer Salze (KCl und KBr) liefern einen heftigen Anstieg der Reaktionsgeschwindigkeit. Es wurden die verschiedenen Aktivierungsparameter in Anwesenheit von CTAB berechnet. Ein geeigneter Mechanismus, der mit den experimentellen Ergebnissen konsistent ist, wurde vorgeschlagen.

Key words: N-bromophthalimide; cetyl trimethyl ammonium bromide; CTAB; sodium dodecyl sulphate; SDS; cyclo pentanone; oxidation; kinetics
Stichwörter: N-Bromphthalimid; Cetyltrimethylammoniumbromid; CTAB; Natriumdodecylsulphat; SDS Cyclopentanon; Oxidation; Kinetik
*Dr. Yokraj R. Katre, Department of Chemistry, Kalyan P. G. College, Bhilai Nagar, Durg (C.G.), 490006, India, E-Mail: , E-Mail: , E-Mail:

Dr. Yokraj Katre received his M. Sc. in 1977 from Sagar University, India, and his M. Phil in 1985 and Ph. D. in 1988 from Vikram University, Ujjain, India. He participated in the 8th International Conference of Surfactants and presented a paper at the University of Florida, Gainesville, in 1990. He has been an assistant professor of chemistry in Kalyan P. G. Mahavidyalaya, Bhilai, since 1978. He continues his research related to micellar kinetics, including a current 2 year research project sanctioned by U.G.C. He attended the 233rd American Chemical Society meeting in Chicago, USA and presented an oral paper in the Colloid and Surface Science Division in 25th to 29th March 2007. He was a member of American Chemical Society for the year 2007 – 08.

Dr. Ajaya K. Singh received his M. Sc. in inorganic chemistry from Poorvanchal University Jaunpur, India and his D. Phil in Physical Chemistry in 2002 from the University of Allahabad, Allahabad, India. He was selected as an assistant professor of chemistry in Government Science College, Mungeli, Bilaspur through the M. P. Public Service Commision, Indore in 1994. He presented an oral paper in the second Asian Conference on Colloidal and Interface Chemistry held on Shandong University, Ginan, China. He was awarded teacher research fellowship to complete his research in 2000 – 02. He is currently assistant professor of chemistry at Government V. Y. T. P. G. Autonomous College, Durg, India where he continues his research work, which is mainly related to solid thin films, transition metal-ion catalysed oxidation kinetics as well as micellar oxidation kinetics. He is the author of more than 70 papers related to this field.

Mrs. Kamalni Tripathi received her M.Sc. in Organic Chemistry in 1999 from Awadesh Pratap Singh University, Rewa, India and her B.Ed. in 2004 from Awadesh Pratap Singh University, Rewa, India. She has done her research work as a research scholar towards a Ph. D. at Kalyan Mahavidyalaya, Bhilai Nagar, India in the area of micellar oxidation kinetics under the supervision of Dr. Y. R. Katre.

References

1. Taciolu, S.: Tetrahedron52 (1996) 11113. DOI: http://dx.doi.org/10.1016/0040-4020(96)00669-2Suche in Google Scholar

2. Fendler, J. H. and Fendler, E. J.: Catalysis in Micellar and Macromolecular System, Academic Press, New York (1975) 308.10.1016/B978-0-12-252850-7.50015-0Suche in Google Scholar

3. Srivastava, A., Singh, A. K., Sachdeva, N., Srivastava, D. R., Katre, Y. R., Singh, S. P., Singh, M. and Mejuto, J. C.: J. Mol. Catal. A: Chemical361 (2012) 1. DOI: http://dx.doi.org/10.1016/j.molcata.2012.04.004Suche in Google Scholar

4. Katre, Y. R., Goyal, N., Sharma, R. and Singh, A. K.: J. Chem. Soc.58 (2013) 1524.Suche in Google Scholar

5. Ghosh, S. K., Saha, R., Ghosh, A., Mukherjee, K. and Saha, B.: Tenside Surf. Det.49 (2012) 370.10.3139/113.110204Suche in Google Scholar

6. Ghosh, S. K., Ghosh, A., Saha, R., Mukherjee, K., Basu, A. and Saha, B.: Tenside Surf. Det.49 (2012) 296.10.3139/113.110194Suche in Google Scholar

7. Basu, A., Ghosh, S. K., Saha, R., Ghosh, A., Mukherjee, K. and Saha, B.: Tenside Surf. Det.50 (2013) 249.10.3139/113.110256Suche in Google Scholar

8. BasuA., Ghosh, S. K., Saha, R., Ghosh, A., Mukherjee, K. and Saha, B.: Tenside Surf. Det.50 (2013) 94.10.3139/113.110237Suche in Google Scholar

9. Srivastava, A., Singh, A. K., Sachdeva, N., Srivastava, D. R. and Katre, Y. R.: J. Disp. Sci. Tech.33 (2012) 1752. DOI: http://dx.doi.org/10.1080/01932691.2011.629534Suche in Google Scholar

10. Fendler, J. H.: Membrane-Mimetic Chemistry, Wiley Interscience, New York (1982).Suche in Google Scholar

11. Martinek, K., Yatsimirsky, A. K., Levashov, A. V. and Berezin, I. V.: Micellization Solubilization and Microemulsions, K. L.Mittal, (Ed.) Plenum Press, New York, (1977) 2. DOI: http://dx.doi.org/10.1007/978-1-4613-4157-4_1Suche in Google Scholar

12. Bunton, C. A. and Savelli, G.: Adv. Phys. Org. Chem.22 (1986) 213. DOI: http://dx.doi.org/10.1016/S0065-3160(08)60169-0Suche in Google Scholar

13. Bunton, C. A., Nome, F., Quina, F. H. and Romsted, L. S.: Acc. Chem. Res.24 (1991) 357. DOI: http://dx.doi.org/10.1021/ar00012a001Suche in Google Scholar

14. Bunton, C. A.: J. Mol. Liq.72 (1997) 231. DOI: http://dx.doi.org/10.1016/S0167-7322(97)00040-8Suche in Google Scholar

15. Romsted, L. S., Bunton, C. A., Yao, J.: J. Curr. Opin. Colloid Interface Sci.2 (1997) 622. DOI: http://dx.doi.org/10.1016/S1359-0294(97)80055-6Suche in Google Scholar

16. Yunes, S. J., Gillitt, N. D. and Bunton, C. A.: J. Colloid. Interface Sci.281 (2005) 482. DOI: http://dx.doi.org/10.1016/j.jcis.2004.08.065Suche in Google Scholar PubMed

17. Bunton, C. A.: J. Phys. Org. Chem.18 (2005) 115. DOI: http://dx.doi.org/10.1002/poc.747Suche in Google Scholar

18. Whiddon, C. R., Bunton, C. A. and Soderman, O.: J. Colloid. Interface Sci.278 (2004) 461. DOI: http://dx.doi.org/10.1016/j.jcis.2004.06.018Suche in Google Scholar PubMed

19. Beber, R. C., Bunton, C. A., Savelli, G. and Nome, F.: Colloid Polym. Sci.128 (2004) 249.Suche in Google Scholar

20. Chiarini, M. and Bunton, C. A.: Langmuir. 18 (2002) 8806. DOI: http://dx.doi.org/10.1021/la0117404Suche in Google Scholar

21. Brinchi, L., Profio, P. D., Germani, R., Giacomini, V., Savelli, G. and Bunton, C. A.: Langmuir16 (2002) 222. DOI: http://dx.doi.org/10.1021/la9909502Suche in Google Scholar

22. Menger, F. M.: J. Am. Chem. Soc.92 (1971) 5965. DOI: http://dx.doi.org/10.1021/ja00723a025Suche in Google Scholar

23. Reeves, L.: J. Am. Chem. Soc.97 (1975) 6019. DOI: http://dx.doi.org/10.1021/ja00853a016Suche in Google Scholar

24. Piszkiewicz, D.: J. Am. Chem. Soc.99 (1977) 1550. DOI: http://dx.doi.org/10.1021/ja00447a044Suche in Google Scholar

25. Sanchez, F., Moya, M. L., Rodrigues, A., Jimenez, R., Gomez, H. C., Yanes, C. and Loppez, C. P.: Langmuir13 (1997) 3084. DOI: http://dx.doi.org/10.1021/la960989wSuche in Google Scholar

26. Patil, S., Katre, Y. R. and Singh, A. K.: Colloids Surf. A.308 (2007) 6. DOI: http://dx.doi.org/10.1016/j.colsurfa.2007.05.015Suche in Google Scholar

27. Patil, S. and Katre, Y. R.: Int. J. Chem. Sci.4 (2006) 311.Suche in Google Scholar

28. Katre, Y. R., Singh, A. K., Patil, S. and Joshi, G. K.: Oxid. Commun.29 (2006) 129.Suche in Google Scholar

29. Katre, Y. R., Singh, A. K., Joshi, G. K. and Patil, S.: Oxid. Commun.29 (2006) 137.Suche in Google Scholar

30. Germani, R., Ponti, P. P., Savelli, G., Spreti, N., Capiciani, A., Cerichelli, G. and Bunton, C. A.: J. Chem. Soc. Perkin Trans.2 (1989) 1767. DOI: http://dx.doi.org/10.1039/p29890001767Suche in Google Scholar

31. Khatory, A., Kern, F., Appel, F., Morie, G., Ott, A. and Urbach, W.: Langmuir9 (1993) 993. DOI: http://dx.doi.org/10.1021/la00028a010Suche in Google Scholar

32. Kumar, S., Aswal, V. K., Singh, H. N., Goyal, P. S. and Kabir-ud-Din: Langmuir10 (1994) 4069. DOI: http://dx.doi.org/10.1021/la00017a030Suche in Google Scholar

33. Hoiland, H., Ljoslad, E. and Backlund, S.: J. Colloid Interface Sci.101 (1984) 467. DOI: http://dx.doi.org/10.1016/0021-9797(84)90058-4Suche in Google Scholar

34. Bunton, C. A., Minch, M., Hidalgo, J. and Sepulveda, L.: J. Am. Chem. Soc.95 (1973) 3262. DOI: http://dx.doi.org/10.1021/ja00789a057Suche in Google Scholar

35. Mushran, S. P., Singh, K., Pandey, L. and Pandey, S. M.: Proc. Indian Nat. Sci. Acad.46 (A) (1980) 119.Suche in Google Scholar

36. Sambasiva RaoA. K., Syamasunder, B. and Radhakrishnamurti, P. S.: J. Ind. Chem. Soc.82 (2005) 710.Suche in Google Scholar

37. Krishnamurthy, N., Sanjeeva Reddy, C. H. and Sundaram, E. V.: Ind. J. Chem A. (1989) 288.Suche in Google Scholar

38. Vijaymohan, K., Rao, P. R. and Sundaram, E. V.: J. Ind. Chem. Soc.LXI (1984) 225.Suche in Google Scholar

39. FritzFeigl: Spot tests in organic analysis, 7th Eng. Edn, Elsevier Publishing Co. (1966) 325.Suche in Google Scholar

40. Das, A. K.: Coordination Chem. Rev.248 (2004) 81. DOI: http://dx.doi.org/10.1016/j.cct.2003.10.012Suche in Google Scholar

Received: 2013-07-28
Revised: 2013-10-11
Published Online: 2013-05-01
Published in Print: 2014-03-17

© 2014, Carl Hanser Publisher, Munich

Artikel in diesem Heft

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. FOCUS: Textile Detergents and Body Care Products
  6. Formulation, Performance and Sustainability Aspects of Liquid Laundry Detergents
  7. Comparison of Cleaning Power Between Alcohol Ethoxylates or Methyl Ester Ethoxylates Having Different EO Chain Lengths and a Common Anionic Surfactant
  8. Softening Effect of Bentonite and Redeposition of Solid Impurities on Washed Cotton Fabric
  9. The Detergency of Surfactant Mixtures and Bentonites on Cotton Fabric
  10. Physicochemical Characterization and in vivo Skin Performance of a Novel Alkyl Polyglucoside Emulsifier in Natural Cosmetic Cream-Bases
  11. Micellar Catalysis
  12. Kinetics of Cetyltrimethylammonium Bromide Catalysed Oxidation of Cyclopentanone by N-Bromophthalimide in Acidic Medium
  13. Interaction of Chromium(III) Complex of Glycylphenylalanine with Ninhydrin in Aqueous and Cetyltrimethylammonium Bromide (CTAB) Micellar Media
  14. Micellar Extraction
  15. Synergistic Effect of Sodium Dodecyl Sulfate Micelles on Copper(II) Extraction from Saline Sulfate Medium with Some Ortho-Hydroxy-Schiff Base Chelating Extractants
  16. Physical Chemistry
  17. Properties of Binary Surfactant Systems of a Cationic Ester-Containing Gemini Surfactant with Some Conventional Surfactants in Aqueous Solutions
https://doi.org/10.3139/113.110295
Schlagwörter für diesen Artikel
N-bromophthalimide; cetyl trimethyl ammonium bromide; CTAB; sodium dodecyl sulphate; SDS; cyclo pentanone; oxidation; kinetics

Artikel in diesem Heft

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. FOCUS: Textile Detergents and Body Care Products
  6. Formulation, Performance and Sustainability Aspects of Liquid Laundry Detergents
  7. Comparison of Cleaning Power Between Alcohol Ethoxylates or Methyl Ester Ethoxylates Having Different EO Chain Lengths and a Common Anionic Surfactant
  8. Softening Effect of Bentonite and Redeposition of Solid Impurities on Washed Cotton Fabric
  9. The Detergency of Surfactant Mixtures and Bentonites on Cotton Fabric
  10. Physicochemical Characterization and in vivo Skin Performance of a Novel Alkyl Polyglucoside Emulsifier in Natural Cosmetic Cream-Bases
  11. Micellar Catalysis
  12. Kinetics of Cetyltrimethylammonium Bromide Catalysed Oxidation of Cyclopentanone by N-Bromophthalimide in Acidic Medium
  13. Interaction of Chromium(III) Complex of Glycylphenylalanine with Ninhydrin in Aqueous and Cetyltrimethylammonium Bromide (CTAB) Micellar Media
  14. Micellar Extraction
  15. Synergistic Effect of Sodium Dodecyl Sulfate Micelles on Copper(II) Extraction from Saline Sulfate Medium with Some Ortho-Hydroxy-Schiff Base Chelating Extractants
  16. Physical Chemistry
  17. Properties of Binary Surfactant Systems of a Cationic Ester-Containing Gemini Surfactant with Some Conventional Surfactants in Aqueous Solutions
Jetzt anmelden und 20% sparen
Institutioneller Zugang
Wie funktioniert Authentifizierung?
Haben Sie eine Idee, wie wir unsere Website verbessern können?
Bitte schreiben Sie uns.
© 2025 De Gruyter Brill
Heruntergeladen am 7.12.2025 von https://www.degruyterbrill.com/document/doi/10.3139/113.110295/html
Button zum nach oben scrollen