Kinetics and mechanism of oxidation of l -proline by N -bromosuccinimide in aqueous acidic medium

Industrial and Engineering Chemistry Research

Volumn 50, Issue 22, 2011, Pages 12421-12425

  Abdel Hady, Alaa Eldin Mokhtar ^a  

^a Sinai University   (Egypt)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDIC MEDIUMS; COSOLVENTS; FIRST ORDER; INNERSPHERE MECHANISM; INTERMEDIATE COMPLEX; KINETICS AND MECHANISM; KINETICS OF OXIDATION; N-BROMOSUCCINIMIDE; PH RANGE; RATE OF REACTION; REACTIVE SPECIES; SOLVENT MIXTURES;

OXIDATION; SPHERES;

AMINO ACIDS;

EID: 80855144431     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie201003x     Document Type: Article

References (28)

1. Al-Shihri, A. S. M.; Abdel-Hady, A. E. M. Kinetics and mechanism of oxidation of (aqua-2-amino-methyl-pyridine) chromium (III) by N -bromosuccinimide Transition Met. Chem. 1996, 21, 406
2. Abdel-Hady, A. E. M.; El-Shihri, A. S. M. Inner-sphere oxidation of 2-aminomethylpyridine cobalt(II) complex by N bromosuccinimide Transition Met. Chem. 2001, 26, 417
3. Abdel-Khalek, A. A.; Sayyah, S. M.; Khaled, E. S. H. Inner-sphere oxidation of ethylenediamine-tetraacetatocobaltate(II) by N -bromosucc-inimide Transition Met. Chem. 1993, 18, 555
4. Abdel-Khalek, A. A; Khalil, M. M.; Khaled, E. S. H. Kinetics of the oxidation of [ N -(2-hydroxyethyl)-ethylene-diamine- N, N N', N N'-triacetato] cobalt(II) by N -bromosuccin Transition Met. Chem. 1993, 18 (2) 153
5. Abdel-Khalek, A. A.; Abdel-Hady, A. M.; El-Shahat, M. F. Kinetics and mechanism of electron transfer in the aquaethylenediaminetetra-acetato chromium(III)/ N -bromo-succinimide reaction Transition Met. Chem. 1993, 18, 283
6. Ewais, H. A.; Nagdy, M. A.; Abdel-Khalek, A. A. Kinetics and mechanism of oxidation of the binary and ternary complexes of chromium(III) involving inosine and glycine by N -bromosuccinimide J. Coord. Chem. 2007, 60 (22) 2471
7. Abdel-Hady, A. M. Kinetics and mechanism of oxidation of ferrocyanide by N -bromosuccinimide in aqueous acidic medium Transition Met. Chem. 2008, 33, 887
8. Filler, R. Oxidations and dehydrogenations with N -bromosuccinimide and related N -halomides Chem. Rev. 1963, 63, 21
9. Kruse, P. F.; Grist, K. L.; McCoy, T. A. Studies with N -halo reagents Anal. Chem. 1954, 26 (8) 1319
10. Lecomte, J.; Gault, H. Oxidation of aromatic alcohols with N -bromosuccinimide Comp. Rend. 1954, 238, 2538
11. Mathur, N. K.; Narang, C. K. The Determination of Organic Compounds with N -Bromosuccinimide; Academic Press: New York, 1975.
12. Mushran, S. P.; Pandy, L.; Singh, K. Mechanism of the oxidation of some substituted acetophenones by N -bromosuccinimide in acidic media Monatsh. Chem. 1980, 111 (5) 1135
13. Singh, B.; Pandy, L.; Sharma, J.; Pandt, S. M. Mechanism of oxidation of some aliphatic ketones by N -bromosuccinimide in acidic media Tetrahedron 1982, 38, 169
14. Sridharan, R.; Mathiyalagan, N. J. M. Kinetics of oxidation of benzoin by N -bromosuccinimide in aqueous acetic acid medium J. Sci. 2005, 4 (1) 55
15. Sumithra, V.; Wilson, Crystal, Y.; Easwaramoorthy, D. A kinetic and mechanistic study on the oxidation of 3-carboxy-3-hydroxy pentanedioic acid in buffered medium Ind. Eng. Chem. Res. 2010, 49 (19) 9077
16. Singh, A.; Rashmi, S.; Shalini, S.; Jaya, S.; Shahla, R.; Bharat, S. N -Bromosuccinimide oxidation of maltose and d -galactose using chloro-complex of Rh(III) in its nano-concentration range as homogeneous catalyst: A kinetic and mechanistic study J. Mol. Catal. 2009, 310, 64
17. Sharanabasamma, K.; Angadi, M. A.; Salunke, M. S.; Tuwav, S. M. Osmium(VIII) catalyzed oxidative cleavage of pyrrolidine ring in l-proline by hexacyano-ferrate(III) in alkaline media Ind. Eng. Res. 2009, 48 (23) p10381
18. Shettar, R. S.; Hiremath, M. I.; Nandibewoor, S. T. Kinetics of ruthenium (III) catalyzed oxidation of l -proline by permanganate in alkaline medium E-J. Chem. 2005, 2 (1) p91
19. Tiwari, J. N.; Bose, A. K.; Mushran, S. P. Kinetics and mechanism of the oxidation of glycine by N -bromosuccinimide Monatsh. Chem. 1977, 108 (6) 1471
20. Pascual, R.; Herraez, M. A.; Calle, E. Kinetics and mechanism of the oxidation of proline by periodate Can. J. Chem. 1989, 67 (4) 634
21. Seregar, V. C; Hiremath, C. V; Nandibewoor, S. T. Mechanism of oxidation of l -proline by aqueous alkaline diperiodatoargentate (III): Decarboxylation and dehydration Z. Phys. Chem. 2006, 220 (5) 615
22. Bragg, P. D.; Hough, L. The oxidation of proline, hydroxyproline, and N -methyl glycine with periodate J. Chem. Soc. 1958, 4050
23. Bailer, J. C. The Chemistry of Coordination Compounds; Reinhold: New York, 1947; p 4.
24. Venkatasubramanian, N.; Thiagarajan, V. Mechanism of oxidation of alcohols with N -bromosuccinimide Can. J. Chem. 1969, 47, 694
25. Akerlof, G. Dielectric constants of some organic solvent-water mixtures at various temperatures J. Am. Chem. Soc. 1932, 54 (11) 4125
26. Venkatasubramanian, N.; Srinivasan, N. S. A kinetic study of the oxidation of steroid alcohols by N -bromosuccinimide Indian J. Chem. 1971, 9, 726
27. Greenstein, J.; Winitz, M. Chemistry of Amino Acid; John Wiley Sons. Inc.: New York, 1961.
28. Varaprasad, D.V. P. R.; Mahadevan., V. Aqueous redox polymerization of acrylonitrile initiated by systems based on tervalent and tetravalent vanadium in combination with N -bromosuccinimide as the oxidant J. Macromol. Sci. Chem. 1983, A19 (5) 781