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Oxidation of Glycylglycine by KBrO3 in Aqueous Acetic Acid Medium and Comparison with Monomer Glycine: A Kinetic and Mechanistic Study
Corresponding Author(s) : Srinivas Pabba
Asian Journal of Chemistry,
Vol. 28 No. 9 (2016): Vol 28 Issue 9
Abstract
The kinetics of oxidation reactions of dipeptide glycylglycine (GG) by KBrO3 in aqueous acetic acid medium, under the condition [KBrO3] << [GG] at different temperatures (313-323 K), to produce formic acid, ammonia, carbon dioxide and water were studied. Study of the kinetic results showed that the first order dependence in [KBrO3] and fractional order dependence in [GG]. The effect of ionic strength and [AcOH] on rate was studied and thermodynamic parameters were also calculated. Michealis-Menten type mechanism was proposed.
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- P.M. Pujari and P.J. Banerjee, Chem. Soc. Dalton Trans., 1015 (1983); doi:10.1039/dt9830001015.
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- S.B. Jonnalagadda and M.N. Shezi, J. Phys. Chem. A, 113, 5540 (2009); doi:10.1021/jp810015p.
- C.S. Reddy and P.S. Manjari, Indian J. Chem., 49A, 418 (2010).
- J.D. Keith, G.E. Pacey, J.A. Cotruvo and G. Gordon, Toxicology, 221, 225 (2006); doi:10.1016/j.tox.2006.02.003.
- W.A. Latimer, Oxidation Potential, Prentice-Hall, New York, edn 2, p. 56 (1952).
- A.K. Singh and U. Kushwaha, Flora and Fauna, 13, 215 (2007).
- A.K. Singh and U. Kushwaha, Flora and Fauna, 14, 347 (2008).
- A.K. Singh and J.P. Pachauria, Asian J. Chem., 5, 1145 (1993).
- U. Kushwaha and A.K. Singh, Rev. Inorg. Chem., 2010, 30- 3.
- U. Kushwaha, A.K. Singh and A. Singh, Asian J. Chem., 24, 2373 (2012).
- B. Shah and K.K. Banerji, J. Chem. Soc., Perkin Trans. 2, 33 (1983); doi:10.1039/P29830000033.
- B. Singh, A.K. Singh and A. Singh, Indian J. Chem., 50A, 650 (2011).
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- S. Srivastava, K. Singh, M. Shukla and N. Pandey, Oxid. Commun., 24, 558 (2001).
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- S. Srivastava, V. Srivastava and A. Awasthi, Oxid. Commun., 26, 378 (2003).
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- S. Srivastava, A. Awasthi and V. Srivastava, Oxid. Commun., 26, 426 (2003).
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- K.K.S. Gupta, N. Debnath and N. Bhattach, J. Indian Chem. Soc., 77, 152 (2000).
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- R. Filler, Chem. Rev., 63, 21 (1963); doi:10.1021/cr60221a002.
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- M. Clugston and R. Flemming, Advanced Chemistry, Oxford University Press, p. 355 (2000).
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- K. Pramila, A. Birla and P. Srinivas, Asian J. Chem., 24, 4671 (2012).
- P. Kethavath and P. Srinivas, Online J. Bio. Sci. Informatics, 5, 343 (2013).
- P. Kethavath, K.N. Reddy and P. Srinivas, J. Appl. Chem., 3, 683 (2014).
- P. Kethavath and P. Srinivas, J. Appl. Chem., 2, 1574 (2013).
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- D.K. Bhat, B.S. Sherigara and B.T. Gowda, Bull. Chem. Soc. Jpn., 69, 41 (1996); doi:10.1246/bcsj.69.41.
- T. Asha Iyengar and D.S. Mahadevappa, Proc. Indian Acad., 63, 105 (1993).
- A. Anjum and P. Srinivas, Asian J. Chem., 18, 1 (2006).
References
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P.M. Pujari and P.J. Banerjee, Chem. Soc. Dalton Trans., 1015 (1983); doi:10.1039/dt9830001015.
F.S. Burgos, M. del Mar Graciani, E. Munoz, M.L. Moya, M.J. Capitan, M. Galan and C.D. Hubbard, J. Solution Chem., 17, 653 (1988); doi:10.1007/BF00645976.
S.B. Jonnalagadda and M.N. Shezi, J. Phys. Chem. A, 113, 5540 (2009); doi:10.1021/jp810015p.
C.S. Reddy and P.S. Manjari, Indian J. Chem., 49A, 418 (2010).
J.D. Keith, G.E. Pacey, J.A. Cotruvo and G. Gordon, Toxicology, 221, 225 (2006); doi:10.1016/j.tox.2006.02.003.
W.A. Latimer, Oxidation Potential, Prentice-Hall, New York, edn 2, p. 56 (1952).
A.K. Singh and U. Kushwaha, Flora and Fauna, 13, 215 (2007).
A.K. Singh and U. Kushwaha, Flora and Fauna, 14, 347 (2008).
A.K. Singh and J.P. Pachauria, Asian J. Chem., 5, 1145 (1993).
U. Kushwaha and A.K. Singh, Rev. Inorg. Chem., 2010, 30- 3.
U. Kushwaha, A.K. Singh and A. Singh, Asian J. Chem., 24, 2373 (2012).
B. Shah and K.K. Banerji, J. Chem. Soc., Perkin Trans. 2, 33 (1983); doi:10.1039/P29830000033.
B. Singh, A.K. Singh and A. Singh, Indian J. Chem., 50A, 650 (2011).
S. Srivastava, S. Srivastava, S. Singh, Parul and A. Jaiswal, Bull. Catal. Soc. India, 6, 140 (2007).
S. Srivastava, K. Singh, M. Shukla and N. Pandey, Oxid. Commun., 24, 558 (2001).
N. Gupta, S. Rahmani and A.K. Singh, Oxid. Commun., 22, 237 (1999).
D.L. Kable and S.T. Nandibewoo, Oxid. Commun., 21, 396 (1998).
N.A. Mohamed Farook and G.A. Seyed Dameem, E-J. Chem., 8, 479 (2011); doi:10.1155/2011/173749.
R.D. Kaushik, A.K. Chaubey and P. Garg, Asian J. Chem., 15, 1655 (2003).
R.D. Kaushik and R.P. Amrita Dubey, Asian J. Chem., 16, 831 (2004).
H.X. Kong, L.-J. Li, H.G. Wei and L. Yan, J. Juan Guangpy Shi Yanshi, 20, 70 (2003).
S. Srivastava, V. Srivastava and A. Awasthi, Oxid. Commun., 26, 378 (2003).
A.K. Singh, A. Singh, R. Gupta, M. Saxena and B. Singh, Transition Met. Chem., 17, 413 (1992); doi:10.1007/BF02910720.
S. Srivastava, A. Awasthi and V. Srivastava, Oxid. Commun., 26, 426 (2003).
S. Srivastava, A. Awasthi and K. Singh, Int. J. Chem. Kinet., 37, 275 (2005); doi:10.1002/kin.20076.
S. Srivastava and S. Singh, Oxid. Commun., 29, 708 (2006).
B. Singh, D. Singh and A.K. Singh, Int. J. Chem. Kinet., 20, 501 (2004); doi:10.1002/kin.550200702.
K.S. Mavalangi, Nirmala, N. Halligudi and S.T. Nandibewoor, React. Kinet. Catal. Lett., 72, 391 (2001); doi:10.1023/A:1010584005797.
A.K. Singh and D. Chopra, Oxid. Commun., 20, 450 (1997).
A.K. Singh, D. Chopra, S. Rahmani and B. Singh, Carbohydrate Res., 314, 157 (1998); doi:10.1016/S0008-6215(98)00322-X..
S. Srivastava and S. Singh, Oxid. Commun., 27, 463 (2004).
S. Srivastava and S. Singh, J. Indian Chem. Soc., 81, 295 (2004).
K.K.S. Gupta, N. Debnath and N. Bhattach, J. Indian Chem. Soc., 77, 152 (2000).
S.C. Negi and K.K. Banerji, J. Org. Chem., 48, 3329 (1983); doi:10.1021/jo00167a034.
R. Filler, Chem. Rev., 63, 21 (1963); doi:10.1021/cr60221a002.
N.K. Mathur and C.K. Narang, Determination of Organic Compounds with N-Bromosuccinimide and Allied Reagents, Academic Press, London (1975).
S. Srivastava, A. Kumar and P. Srivastava, Indian J. Agric. Chem., 40, 107 (2007).
V.B. Sharma, S.L. Jain and B. Sain, J. Mol. Catal. A, 227, 47 (2005); doi:10.1016/j.molcata.2004.10.006.
E. Fagnani, C.B. Melios and L. Pezza, Talanta, 60, 171 (2003); doi:10.1016/S0039-9140(03)00121-8.
F. Feigl, Spot Tests in Organic Analysis, Elsevier, Amsterdam, p. 341 (1956).
A. Indelli, G. Nolan Jr. and E.S. Amis, J. Am. Chem. Soc., 82, 3233 (1960); doi:10.1021/ja01498a001.
M. Anbar and S. Guttmann, J. Am. Chem. Soc., 83, 4741 (1961); doi:10.1021/ja01484a013.
A.F.M. Barton and G.A. Wright, J. Chem. Soc. A, 1747 (1968); doi:10.1039/J19680001747.
M.T. Beck, G. Rabai and G. Bazsa, Int. J. Chem. Kinet., 13, 1277 (1981); doi:10.1002/kin.550131207.
M. Clugston and R. Flemming, Advanced Chemistry, Oxford University Press, p. 355 (2000).
C.S. Foote and J.S. Valentine, in eds.: J.F. Liebman and A. Greenberg, Active Oxygen in Chemistry, Springer, p. 153 (1995).
A.F. Holleman and E. Wiberg, Inorganic Chemistry, Academic Press: San Diego (2001).
F.L. Muller, M.S. Lustgarten, Y. Jang, A. Richardson and H. van Remmen, Free Radic. Biol. Med., 43, 477 (2007); doi:10.1016/j.freeradbiomed.2007.03.034.
K. Pramila, A. Birla and P. Srinivas, Asian J. Chem., 24, 4671 (2012).
P. Kethavath and P. Srinivas, Online J. Bio. Sci. Informatics, 5, 343 (2013).
P. Kethavath, K.N. Reddy and P. Srinivas, J. Appl. Chem., 3, 683 (2014).
P. Kethavath and P. Srinivas, J. Appl. Chem., 2, 1574 (2013).
D.S. Mahadevappa, K.S. Rangappa and N.M.M. Gowda, Indian J. Chem., 20A, 203 (1981).
D.K. Bhat, B.S. Sherigara and B.T. Gowda, Bull. Chem. Soc. Jpn., 69, 41 (1996); doi:10.1246/bcsj.69.41.
T. Asha Iyengar and D.S. Mahadevappa, Proc. Indian Acad., 63, 105 (1993).
A. Anjum and P. Srinivas, Asian J. Chem., 18, 1 (2006).