Abstract
The kinetics of the oxidation of deoxybenzoin by chromic acid in 95% (vol/vol) aqueous acetic acid has been investigated. The reaction rate is first order with respect to the oxidant as well as to the organic substrate. The reaction rate decreases in the presence of added Mn (II) ions. The presence of complexing agents like succinic acid, piperidine, etc. decreases the rate. The thermodynamic parameters for the oxidation have been computed. A mechanism proceeding through an enol intermediate has been suggested.
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References
Wiberg, K. B. ..Oxidation in Organic Chemistry, Academic Press, 1965, pp.69.
Umeda, K. and Tarama, K.Nippon Kagaku Zasshi, 1962,83, 1216.
Best, P. A. and Waters, W.A.J. Chem. Soc., 1962,822.
Rocek, J. and Riehl, A...J. Amer. Chem. Soc., 1967,89, 6691.
Khandual, N. C., Satpathy, K. K. and Nayak, P. L. “Kinetic and Mechanism of chromic acid oxidation; of Aromatic ketones,”Ind. J. Chem., 1973,11, 770.
Billard, D. A. and Deh, W. M.J. Amer. Chem. Soc., 1932,54, 3969.
Tandon, S. K., Banerjee, K. K. and Bakore, G. V.Ind. J. Chem., 1971,9, 677.
Radhakrishnamurty, P. S. and Behera, T. C.Ibid., 1971,9, 41.
Sengupta, K. K...Bull. Chem. Soc. (Japan), 1970,43, 590.
Bakore, G. V. and Narain, S.J. Chem. Soc., 1963, p. 3419.
Anantakrishnan, S. V. and Varadarajan, R.Ind. J. Chem., 1970,8, 423.
Wiberg, K. B. and Schafer, H.J. Amer. Chem. Soc., 1969,91, 923.
Corey, J. E. and Schaefer, J. P.Ibid., 1960,82, 918.
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Communicated by Prof. M. Santappa,f.a.sc.
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Nayak, P.L., Khandual, N.C. Kinetics of oxidation of deoxybenzoin by chromic acid. Proc. Indian Acad. Sci. 79, 33–40 (1974). https://doi.org/10.1007/BF03051126
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DOI: https://doi.org/10.1007/BF03051126