Kinetics and mechanism of deamination and decarboxylation of 2-aminopentanedioic acid by quinolinium Dichromate (QDC) in aqueous perchloric acid medium

Industrial and Engineering Chemistry Research

Volumn 50, Issue 17, 2011, Pages 9883-9889

  Khan, Aftab Aslam Parwaz ^a   Mohd, Ayaz ^a   Bano, Shaista ^a   Siddiqi, K S ^a  

^a ALIGARH MUSLIM UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION PARAMETER; EXPERIMENTAL CONDITIONS; FIRST ORDER; KINETIC DATA; KINETICS AND MECHANISM; PERCHLORIC ACIDS;

AMINO ACIDS; CARBOXYLATION; IONIC STRENGTH; REACTION RATES; THERMODYNAMICS;

INORGANIC ACIDS;

EID: 80052387033     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie100853p     Document Type: Article

References (46)

1. Swamy, P.; Vaz, N. Kinetics of oxidation of acidic amino acids by sodium N-bromobenzenesulphonamide in acids medium: A mechanistic approach Proc. - Indian Acad. Sci., Chem. Sci. 2001, 113, 325
2. Harihar, A. L.; Panari., R. G.; Nandibewoor, S. T. Kinetics and Mechanism of oxidation of L-Glutamic acid by diperiodatonickelate(IV) in aqueous alkaline medium Oxid. Commun. 1999, 22, 308
3. Sherigar, B. S.; Bhatt, I. K.; Pinto, I.; Madegouda, N. M. Oxidation of L-aspartic acid and L-glutamic acid by manganese (III) ions in aqueous sulphuric acid, acetic acid, and pyrophosphate media: A kinetic study Int. J. Chem. Kinet. 1995, 27, 675
4. 4-HF Medium J. Indian Chem. Soc. 1995, 72, 863
5. Mitewa, M.; Bontchev, P. R. Reactions of chromium (IV) Coord. Chem. Rev. 1985, 61, 241
6. Beattie, J. K.; Haight, G. P., Jr. Chromium(VI) oxidations of inorganic substrates Prog. Inorg. Chem. 1972, 7, 93
7. Wiberg, K. B.; Richardson, W. H. The Chromic Acid Oxidation of Aromatic Aldehydes. Some Observations Concerning the Oxidation by the Chromium Species of Intermediate Valence J. Am. Chem. Soc. 1962, 84, 2800
8. Haight, G. P.; Huang, T. J.; Shakhashiri, B. Z. Reactions of chromium(IV) J. Inorg. Nucl. Chem. 1971, 33, 2169
9. Perez-Benito, J. F.; Arias, C. A kinetic Study on the reactivity of chromium(IV) Can. J. Chem. 1993, 71, 649
10. Day, J. M. C.; Selbin, J. Theoretical Inorganic Chemistry; Reinhold Publishing Corp.: New York, 1964; p 226.
11. Chimatadar, S. A.; Basavaraj, T.; Nandibewoor, S. T. Mechanistic study of quinoliniumdichromate (QDC) oxidation of mercury(I) in aqueous sulfuric acid in the presence of micro amounts of palladium(II) - Autocatalysis in catalysis Polyhedron 2006, 25, 2976
12. Balasubramanian, K.; Prathibha, V. Quinolinium Dichromate. A New Reagent for Oxidation of Alcohols Indian J. Chem. 1986, 25B, 326
13. Meenakshisundaram, S.; Amutha, M. Kinetics and Mechanism of the Quinolinium Fluorochromate Oxidation of Some Primary, Secondary and Unsaturated Alcohols in Acetonitrile Bull. Pol. Acad. Sci., Chem. 2001, 49, 165
14. Nongkynrih, I.; Mahanti, K. M. Kinetics of Oxidation of Cyclic Alcohols by Quinolinium Dichromate 1 Bull. Chem. Soc. Jpn. 1996, 69, 403
15. Nongkynrih, I.; Mahanti., K. M. Quinolinium Dichromate Oxidation of Bicyclic Alcohols Bull. Chem. Soc. Jpn. 1995, 68, 3325
16. Kabilan, S. R.; Girija, R.; Reis, J. C. R.; Segurado, M. A. P.; Gomes de Oliveira, J. D. Oxidation of benzyl alcohol by pyridinium dichromate in acetonitrile. Using the para/meta ratio of substituent effects for mechanism elucidation J. Chem. Soc., Perkin Trans. 2 2002, 1151
17. Aruna, K.; Manikyamba, P.; Sundaram, V. E. Oxidation of R-hydroxy acids with quinolinium dichromate - A kinetic study Collect. Czech. Chem. Commun. 1993, 58, 1624
18. Das, S.; Chaubey, G. S.; Mahanti, M. K. Kinetics of the Oxidative Cleavage of a-Keto Acids by Quinolinium Bichromate 1 Kinet. Catal. 2002, 43, 794
19. Nongkynrih, I.; Mahanti, K. M. Kinetics and Mechanism of the Oxidative Cleavage of Unsaturated Acids by Quinolinium Dichromate Bull. Chem. Soc. Jpn. 1994, 67, 2320
20. Aruna, K.; Manikyamba, P. Substituent effect in the oxidation of cinnamic acids by quinolinium dichromate Indian J. Chem., Sect. A.: Inorg., Bio-Inorg., Phys., Theor. Anal. Chem. 1995, 34A, 822
21. Chaubey, G. S.; Das, S.; Mahanti, M. K. Kinetics of oxidation of α,β-unsaturated aldehydes by quinolinium dichromate Can. J. Chem./Rev. Can. Chim. 2003, 81, 204
22. Chaubey, G. S.; Das, S.; Mahanti, M. K. Kinetic Features of the Oxidation of Aliphatic Dialdehydes by Quinolinium Dichromate 1 Kinet. Catal. 2002, 43, 789
23. Chaubey, G. S.; Das, S.; Mahanti, M. K. Kinetics of the Oxidation of Heterocyclic Aldehydes by Quinolinium Dichromate Bull. Chem. Soc. Jpn. 2002, 75, 2215
24. Aruna, K.; Manikyamba, P. Linear free energy relationships in the kinetic study of oxidation of phenols by quinolinium dichromate Int. J. Chem. Kinet. 1997, 29, 437
25. Karim, E.; Mahanti, M. K. Kinetics of oxidation of amino acids by quinolinium dichromate Pol. J. Chem. 1992, 66, 1471
26. Chimatadar, A. S.; Koujalagi, S. B.; Nandibewoor, S. T. A kinetic and mechanistic study of thallium(I) oxidation by quinolinium dichromate (QDC), a new oxidant Trans. Met. Chem. 2002, 27, 704
27. Nongkynrih, I.; Mahanti, K. M. Quinolinium dichromate oxidations. Kinetics and mechanism of the oxidative cleavage of styrenes J. Org. Chem. 1993, 58, 4925
28. Ballamy, L. J. The IR Spectra of Complex Molecules, 2nd ed.; Methuen and Co.: London, 1958; p 425.
29. Jeffery, G. H.; Bassett, J.; Mendham, J.; Denney, R. C. Vogel's Text Book of Quantitative Chemical Analysis, 5th ed.; ELBS Longman: Essex, U.K., 1996; p 371.
30. Dass, A. K.; Dass, M. J. Kinetics and mechanism of ruthenium(III) catalysed oxidation of formic acid by cerium(IV) in aqueous sulfuric acid media Chem. Soc. Dalton Trans. 1994, 589
31. David, E.; Lide, R. Handbook of Chemistry and Physics, 73rd ed.; CRC Press Inc.: London, 1993; p 8.
32. Feigl, F. Spot Tests in Organic Analysis; Elsevier: New York, 1975; p 212.
33. Tong, J. Y.; King, E. L. A spectrophotometric investigation of the equilibria existing in acidic solutions of chromium(VI) J. Am. Chem. Soc. 1953, 75, 6180
34. III by D-ribose and 2-deoxy-D-ribose Can. J. Chem. 1999, 77, 57
35. Rahaman, M.; Rocek, J. Mechanism of chromic acid oxidation of isopropyl alcohol. Evidence for oxidation by chromium(IV) J. Am. Chem. Soc. 1971, 93, 5462
36. Chimatadar, S. A.; Koujalgi, S. B.; Nandibewoor, S. T. Mechanism of oxidation of hexamine by quinoliniumdichromate (QDC) Oxid. Commun. 2004, 27, 81
37. Rangappa, K. S.; Ragavendra, M. P.; Mahadevappa, D. S.; Channegouda, D. Sodium N -Chlorobenzonesulfonamide as a Selective Oxidant for Hexasomines in Alkaline Medium: A Kinetic and Mechanistic Study J. Org. Chem. 1998, 63, 531
38. Hughes, E. A. M. Physical Chemistry, 2nd ed.; Pergamon Press: New York, 1961; p 1333.
39. Amis, E. S. Solvent Effect on Reaction Rate and Mechanism; Academic Press: New York, 1966.
40. 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. (Muenchen, Ger.) 2006, 220, 615
41. Weissberger, A. Investigation of Rates and Mechanism of Reactions in Techniques of Chemistry, 4th ed.; Wiley Interscience: New York, 1974; p 421.
42. 5(HxPYOZ)](n-3)- Complexes. A Temperature and Pressure-Dependance of Kinetic Study on the Influence of the Phosphorous Oxoanions J. Chem. Soc., Dalton Trans. 1996, 2665
43. Khan, A. A. P.; Mohd, A.; Bano, S.; Siddiqi, K. S. Spectrophotometric Investigation of Oxidation of Cefpodoxime Proxetil by Permanganate in Alkaline Medium: A Kinetic Study J. Korean Chem. Soc. 2009, 53, 709
44. Kulkarni, M. R.; Bilehal, C. D.; Nandibewoor, S. T. Oxidation of isoniazid by quinolinium dichromate in an aqueous acid medium and kinetic determination of isoniazid in pure and pharmaceutical formulations Jpn. Soc. Anal. Chem. 2004, 20, 743
45. Chanabasayya, V. H.; Kulkarni, S. D.; Nandibewoor, S. T. Oxidation of L-Leucine by Alkaline Diperiodatoargentate(III) Deamination andDecarboxylation: A Kinetic and Mechanistic Study Ind. Eng. Chem. Res. 2006, 45, 8029
46. Bailey, N.; Carrington, A.; Lott, K. A. K.; Symons, M. C. R. Structure and reactivity of the oxyanions of transition metals. Part VIII. Acidities and spectra of protonated oxyanions J. Chem. Soc. 1960, 55, 290