Kinetics and Mechanistic Studies of Ru(III) Catalyzed Oxidation of p-Hydroxy Benzoic Acid by Sodium N-chloro-p-toluene Sulphonamide in Acidic Media

Kamini Singh; R.A. Singh

doi:10.14233/ajchem.2014.16443

Issue

Vol. 26 No. 16 (2014): Vol 26 Issue 16

Issue Published : July 28, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Kinetics and Mechanistic Studies of Ru(III) Catalyzed Oxidation of p-Hydroxy Benzoic Acid by Sodium N-chloro-p-toluene Sulphonamide in Acidic Media

https://doi.org/10.14233/ajchem.2014.16443

Kamini Singh

Department of Chemistry, Chemical Kinetics Research Laboratory, Tilak Dhari P.G. College, Jaunpur-222 002, India

R.A. Singh

Department of Chemistry, Chemical Kinetics Research Laboratory, Tilak Dhari P.G. College, Jaunpur-222 002, India

Corresponding Author(s) : R.A. Singh

rasinghtdc@rediffmail.com

Asian Journal of Chemistry, Vol. 26 No. 16 (2014): Vol 26 Issue 16
Article Published : August 4, 2014

Abstract

Kinetics studies of the oxidation of p-hydroxy benzoic acid by sodium N-chloro-p-toluene sulphonamide (chloramine-T or CAT) have been carried out in aqueous perchloric acid medium at 35 °C. The reaction follows almost similar kinetics, being first order with respect to chloramine-T, p-hydroxy benzoic acid and Ru(III). The reaction exhibits inverse first order depedence on the concentration of medium [HClO₄]. Variation of ionic strength by adding NaClO₄ have no significant effect on the reaction rate. The addition of p-toluene sulphonamide, which is one of the reaction products, had no significant effect on the reaction rate. Thermodynamic parameters were computed by studying the reactions at different temperature (303-318 K). The rate laws derived are in excellent agreement with the experimental results. A mechanism consistent with the above kinetic result has been suggested.

Keywords

Kinetics Mechanism p-Hydroxy banzoic acid Chloramine-T Oxidation Perchloric acid Ruthenium (III) chloride

Singh, K., & Singh, R. (2014). Kinetics and Mechanistic Studies of Ru(III) Catalyzed Oxidation of p-Hydroxy Benzoic Acid by Sodium N-chloro-p-toluene Sulphonamide in Acidic Media. Asian Journal of Chemistry, 26(16), 5121–5124. https://doi.org/10.14233/ajchem.2014.16443

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References

H.S. Singh, A.K. Sisodia, S.M. Singh, R.K. Singh and R.N. Singh, J. Chim. Phys. Phys.-Chim. Biol., 73, 283 (1976).
Puttaswamy and N. Vaz, J. Chem. Sci.., 113, 325 (2001); doi:10.1007/BF02708651.
D.H. Bremner, in ed.: J.S. Pized, Synthetic Reagents, Ellish Horwood Limited, England, vol. 6 (1985).
S.P. Mushran, R.M. Mehrotra and R. Sanehi, J. Indian Chem. Soc., 51, 594 (1974).
A. Kumar and R.A. Singh, J. Indian Chem. Soc., 89, 1671 (2012).
A. Berka, J. Vulterin and J. Zyka, Newer Redox Titrants, Pergamon Press, Elmsford, New York, vol. 1, p. 37 (1965).
D.S. Mahadevappa, K.S. Rangappa, N.M.M. Gowda and B.T. Gowda, J. Phys. Chem., 85, 3651 (1981); doi:10.1021/j150624a025.
P.S. Radhakrishnamurti and M.D.P. Rao, J. Indian Chem. Soc., 54, 1048 (1977).
K.S. Rangappa, H. Manjunathaswamy, M.P. Raghavendra and D.C. Gowda, Carbohydr. Res., 307, 253 (1998); doi:10.1016/S0008-6215(98)00046-9.
I.M. Kolthoff and R. Belcher, Volumetric Analysis, Interscience, New York, edn 3 (1957).
T. Higuchi and A. Hussain, J. Chem. Soc. B, 549 (1967); doi:10.1039/j29670000549.
D.S. Mahadevappa, M.B. Jadhav and H.M.K. Naidu, Int. J. Chem. Kinet., 11, 261 (1979); doi:10.1002/kin.550110304.
A.K. Bose, R.M. Mehrotra and S.P. Mushran, Indian J. Chem., 17A, 896 (1973).
D.S. Mahadevappa, S. Ananda, N.M.M. Gowda and K.S. Rangappa, J. Chem. Soc. Perkin Trans. II, 39 (1985); doi:10.1039/p29850000039.
B. Singh, A.K. Samant and B.B.L. Saxena, Tetrahedran, 38, 2591 (1982); doi:10.1016/0040-4020(82)85096-5.
A.C. Singh, A.K. Singh and B. Singh, Indian J. Chem., 44A, 476 (2005).
Ashish, A.K. Singh, A.K. Singh and B. Singh, Indian J. Chem., 43A, 1645 (2004).
A. Shukla and S.K. Upadhaya, J. Indian Chem. Sect.A, 30, 154 (1991).
B. Singh, R. Dubey, K. Lata Singh and A.K. Singh, Int. J. Pure Appl. Chem., 5, 119 (2010).
Ashish, S.P. Singh, A.K. Singh and B. Singh, J. Mol. Catal. Chem., 266, 226 (2007); doi:10.1016/j.molcata.2006.10.046.
K.R. Bhat, K. Jyothi and B. Gowda Thimme, Oxid. Commun., 25, 117 (2002).
S.H. Srivastava, K. Singh, M. Shukla and N. Pandey, Oxid. Commun., 24, 558 (2001).
S. Srivastava, K. Singh, A. Awasthi and H. Tripathi, Oxid. Commun., 24, 388 (2001).
A.I. Vogel, In Quantitative Organic Analysis (Part-3), ELBS, Longmann, London, 1958, 739.
E. Bishop and V.J. Jennings, Talanta, 1, 197 (1958); doi:10.1016/0039-9140(58)80034-X.
J. Emsley, The Elements (Oxford Chemistry Guides), Oxford University Press, edn 3 (1998).
H.H. Cady and R.E. Connick, J. Am. Chem. Soc., 80, 2646 (1958); doi:10.1021/ja01544a012.
J.C. Bailar, H.J. Emeleus, R.S. Nyholm and A.F. Trotman-Dickenson, Comprehensive Inorganic Chemistry, Pergamon, Oxford, edn 1, Vol. 3, p. 1193 (1973).
F.A. Cotton and G. Wilkinson, Advanced Inorganic Chemistry, Wiley, New York, edn 2, p. 152 (1966).
R.E. Connick and D.A. Fine, J. Am. Chem. Soc., 83, 3414 (1961); doi:10.1021/ja01477a014.

References

H.S. Singh, A.K. Sisodia, S.M. Singh, R.K. Singh and R.N. Singh, J. Chim. Phys. Phys.-Chim. Biol., 73, 283 (1976).

Puttaswamy and N. Vaz, J. Chem. Sci.., 113, 325 (2001); doi:10.1007/BF02708651.

D.H. Bremner, in ed.: J.S. Pized, Synthetic Reagents, Ellish Horwood Limited, England, vol. 6 (1985).

S.P. Mushran, R.M. Mehrotra and R. Sanehi, J. Indian Chem. Soc., 51, 594 (1974).

A. Kumar and R.A. Singh, J. Indian Chem. Soc., 89, 1671 (2012).

A. Berka, J. Vulterin and J. Zyka, Newer Redox Titrants, Pergamon Press, Elmsford, New York, vol. 1, p. 37 (1965).

D.S. Mahadevappa, K.S. Rangappa, N.M.M. Gowda and B.T. Gowda, J. Phys. Chem., 85, 3651 (1981); doi:10.1021/j150624a025.

P.S. Radhakrishnamurti and M.D.P. Rao, J. Indian Chem. Soc., 54, 1048 (1977).

K.S. Rangappa, H. Manjunathaswamy, M.P. Raghavendra and D.C. Gowda, Carbohydr. Res., 307, 253 (1998); doi:10.1016/S0008-6215(98)00046-9.

I.M. Kolthoff and R. Belcher, Volumetric Analysis, Interscience, New York, edn 3 (1957).

T. Higuchi and A. Hussain, J. Chem. Soc. B, 549 (1967); doi:10.1039/j29670000549.

D.S. Mahadevappa, M.B. Jadhav and H.M.K. Naidu, Int. J. Chem. Kinet., 11, 261 (1979); doi:10.1002/kin.550110304.

A.K. Bose, R.M. Mehrotra and S.P. Mushran, Indian J. Chem., 17A, 896 (1973).

D.S. Mahadevappa, S. Ananda, N.M.M. Gowda and K.S. Rangappa, J. Chem. Soc. Perkin Trans. II, 39 (1985); doi:10.1039/p29850000039.

B. Singh, A.K. Samant and B.B.L. Saxena, Tetrahedran, 38, 2591 (1982); doi:10.1016/0040-4020(82)85096-5.

A.C. Singh, A.K. Singh and B. Singh, Indian J. Chem., 44A, 476 (2005).

Ashish, A.K. Singh, A.K. Singh and B. Singh, Indian J. Chem., 43A, 1645 (2004).

A. Shukla and S.K. Upadhaya, J. Indian Chem. Sect.A, 30, 154 (1991).

B. Singh, R. Dubey, K. Lata Singh and A.K. Singh, Int. J. Pure Appl. Chem., 5, 119 (2010).

Ashish, S.P. Singh, A.K. Singh and B. Singh, J. Mol. Catal. Chem., 266, 226 (2007); doi:10.1016/j.molcata.2006.10.046.

K.R. Bhat, K. Jyothi and B. Gowda Thimme, Oxid. Commun., 25, 117 (2002).

S.H. Srivastava, K. Singh, M. Shukla and N. Pandey, Oxid. Commun., 24, 558 (2001).

S. Srivastava, K. Singh, A. Awasthi and H. Tripathi, Oxid. Commun., 24, 388 (2001).

A.I. Vogel, In Quantitative Organic Analysis (Part-3), ELBS, Longmann, London, 1958, 739.

E. Bishop and V.J. Jennings, Talanta, 1, 197 (1958); doi:10.1016/0039-9140(58)80034-X.

J. Emsley, The Elements (Oxford Chemistry Guides), Oxford University Press, edn 3 (1998).

H.H. Cady and R.E. Connick, J. Am. Chem. Soc., 80, 2646 (1958); doi:10.1021/ja01544a012.

J.C. Bailar, H.J. Emeleus, R.S. Nyholm and A.F. Trotman-Dickenson, Comprehensive Inorganic Chemistry, Pergamon, Oxford, edn 1, Vol. 3, p. 1193 (1973).

F.A. Cotton and G. Wilkinson, Advanced Inorganic Chemistry, Wiley, New York, edn 2, p. 152 (1966).

R.E. Connick and D.A. Fine, J. Am. Chem. Soc., 83, 3414 (1961); doi:10.1021/ja01477a014.

Issue

Vol. 26 No. 16 (2014): Vol 26 Issue 16

Kinetics and Mechanistic Studies of Ru(III) Catalyzed Oxidation of p-Hydroxy Benzoic Acid by Sodium N-chloro-p-toluene Sulphonamide in Acidic Media

Corresponding Author(s) : R.A. Singh

Abstract

Keywords

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