Kinetic Study of Acid-Catalysed Hydrolysis of p–Methyl Benzyl–2–Furo Hydroxamic Acid

International Journal of Applied Chemistry

© 2020 by SSRG - IJAC Journal

Volume 7 Issue 3

Year of Publication : 2020

Authors : Vinita Rajeev, Surendra K Rajput

10.14445/23939133/IJAC-V7I3P102

How to Cite?

Vinita Rajeev, Surendra K Rajput, "Kinetic Study of Acid-Catalysed Hydrolysis of p–Methyl Benzyl–2–Furo Hydroxamic Acid," SSRG International Journal of Applied Chemistry, vol. 7,  no. 3, pp. 4-8, 2020. Crossref, https://doi.org/10.14445/23939133/IJAC-V7I3P102

Abstract:

The kinetics of the hydrolysis of the title compound has been investigated in hydrochloric, sulphuric, and perchloric acids at 55°C in 20% Dioxane-water medium. Rate maxima are observed for hydrolysis of each acid. Activation parameters have also been determined. Based on Bunnett, Bunnett-Olsen, and Cox-Yate's excess acidity treatments, the mechanism is seen as involving a pre-equilibrium protonation followed by a rate-limiting A-2 type nucleophilic attack by water.

Keywords:

Hydroxamic acid, act ivat ion parameters, kinet ics, Bunnett, Bunnet t Olsen, Cox Yates.

References:

[1] V.Pande and M.J.Ramos, Current Medicinal Chemistry, Vol.12, pp.357, 2005.
[2] P.Ding, M.J. Miller., Y. Chen, P. Helguist, A. J. Otiver and O. Wiest, Organic Letters, Vol.6(11), pp.1805, 2004.
[3] Y. Harasaki, S. Ogawa and S. Fukui, Free Rodic. Biol. Med., Vol.16 (6), pp.845, 1994.
[4] S.B. King, Curr. Top. Med. Chem., Vol. 5, pp. 665, 2005.
[5] W. Lee and M. J. Miller, Journal of Organic Chemistry, Vol. 69(13), pp.4516, 2004.
[6] R.L. Penninglon, X. Sha and S.B. King, Bio-Organic and Medicinal Chemistry Letters, Vol. 15, pp.2331, 2005.
[7] F. Di Furia, G. Modena, P. Scrimin, G.M.Gasparini and G. Grossi, Sep. Sci. Technol, Vol.17, pp. 1451,1982,.
[8] K. Zborowski, R. Grybo and L. M. Proniewicz, Appl. Spectrosc., Vol.59, pp. 1516, 2005.
[9] E. Podstawka, Y. Ozaki and L.M. Proniewicz, J. Phys. Org. Chem., Vol.18, pp.250, 2005.
[10] Y. K. Agrawal, S. B. Vora, and G. S. Shah, Indian Journal of Chemistry, Vol. 44A, pp.497, 2005.
[11] M. Novak, G.A. Bonham, L. K. Mohler and K.M. Peet, J. Org. Chem., Vol. 53, pp.3903, 1988.
[12] F. Di Furia, G. Modena and P.Scrimin Nouv, J.de Chim, Vol.8, pp. 45, 1984.
[13] A. J. Buglass, M. Dorr and M. Juffkins, Tetrahedron Lett., Vol.28, pp.3283, 1987.
[14] K. K. Ghosh, S. K. Rajput, and K. K. Krishnani, J. Phys.Org. Chem., Vol.5, pp.39, 1992.
[15] K. K. Ghosh and S.G. Tandon, Indian J. Chem., Vol.23A,pp.1004, 1984.
[16] (a) R.A.Cox, Adv. Phys. Org. Chem., Vol.1, pp.1, 2000. (b) R.A.Cox, Acc. Chem. Res., Vol.20, pp.27, 1987.
[17] (a) U. Priyadarshini and S. G. Tandon J. Chem. Engg. Data, Vol.12, pp.143, 1967. (b) S. K. Rajput, Ph.D.Thesis, Pt. Ravishankar Shukla University, Raipur, 1984.
[18] K. K. Ghosh and S. G.Tandon Bull. Chem. Soc., Japan, Vol.62, pp.1304, 1989.
[19] J. F. Bunnett, J. Am. Chem. Soc., Vol. 83, pp.4956, 1961.
[20] J. F. Bunnett and F. P. Olsen, Can. J. Chem., Vol.44, pp.1917, 1966.
[21] C. A. Bunton, J. H.Crabtree and L.Robinson, J. Am. Chem. Soc., Vol.90, pp.1258, 1968.
[22] L.L. Schaleger and F.A. Long, Advances in Physical Organic Chemistry, edited by V. Gold (Academic Press, London), 1963.