Abstract
The features of cumene oxidation, α-phenylisopropyl hydroperoxide (ROOH) decomposition, and free radical formation in the presence of cetyltrimethylammonium bromide (CTAB) were studied by the kinetic methods and TLC product analysis. It was found that CTAB catalyzes ROOH decomposition to free radicals. The efficiency of an initiating system CTAB—ROOH is by a factor of 2.5 higher than that of a combination CTAB with α-phenylethyl hydroperoxide. In addition, CTAB catalyzes the reactions of ROOH with α-tocopherol and 2,2′-bis[2-(p-dimethylaminophenyl)indane-1,3-dione]. The kinetic characteristics of these reactions were determined.
Similar content being viewed by others
References
L. M. Pisarenko and O. T. Kasaikina, Izv. Akad. Nauk, Ser. Khim., 2002, 419 [Russ. Chem. Bull., Int. Ed., 2002, 51, 449].
L. M. Pisarenko, T. V. Maksimova, Z. S. Kartasheva, and O. T. Kasaikina, Izv. Akad. Nauk, Ser. Khim., 2003, 1419 [Russ. Chem. Bull., Int. Ed., 2003, 52, 1500].
N. M. Emanuel', E. T. Denisov, and Z. K. Maizus, Tsepnye reaktsii okisleniya uglevodorodov v zhidkoi faze [Chain Reactions of Hydrocarbon Oxidation in the Liquid Phase], Nauka, Moscow, 1965, 375 pp. (in Russian).
H. W. Melville and S. Richards, J. Chem. Soc., 1954, 944.
V. A. Roginskii, Fenol'nye antioksidanty. Reaktsionnaya sposobnost' i effektivnost' [Phenol Antioxidants. Reactivity and Efficiency], Nauka, Moscow, 1988, 247 pp. (in Russian).
E. T. Denisov and T. G. Denisova, Handbook of Antioxidants. Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reactions, CRC Press, Boca Raton, Florida, 2000, 289 pp.
E. T. Denisov, T. G. Denisova, and T. S. Pokidova, Handbook of Free Radical Initiators, J. Wiley and Sons, Chichester—New York—Weinheim—Brisbane—Singapure—Toronto, 2003, 793 pp.
V. L. Antonovskii, E. T. Denisov, and L. V. Solntseva, Kinet. Katal., 1965, 6, 815 [Kinet. Catal., 1965, 6 (Engl. Transl.)].
V. S. Martem'yanov, E. T. Denisov, and L. A. Samoilov, Izv. Akad. Nauk, Ser. Khim., 1972, 1039 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1972, 21, 994 (Engl. Transl.)].
L. M. Pisarenko, V. I. Nikulin, and A. B. Gagarina, Izv. Akad. Nauk, Ser. Khim., 1988, 1734 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 37 (Engl. Transl.)].
A. B. Gagarina, L. M. Pisarenko, and N. M. Emanuel', Dokl. Akad. Nauk SSSR, 1975, 221, 640 [Dokl. Chem., 1975 (Engl. Transl.)].
L. M. Pisarenko, V. I. Nikulin, and I. V. Khudyakov, Izv. Akad. Nauk, Ser. Khim., 1988, 1734 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 38, 1544 (Engl. Transl.)].
L. M. Pisarenko, V. I. Nikulin, M. P. Blagorazumov, O. Ya. Neiland, and L. L. Paulinsh, Izv. Akad. Nauk, Ser. Khim., 1990, 1525 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 39 (Engl. Transl.)].
D. G. Hendry, J. Am. Chem. Soc., 1967, 89, 5433.
V. L. Antonovskii and S. L. Khursan, Fizicheskaya khimiya organicheskikh peroksidov [Physical Chemistry of Organic Peroxides], IKTs Akademkniga, Moscow, 2003, 391 pp. (in Russian).
Author information
Authors and Affiliations
Additional information
__________
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1802–1807, August, 2005.
Rights and permissions
About this article
Cite this article
Pisarenko, L.M., Maksimova, T.V. & Kasaikina, O.T. Features of α-phenylisopropyl hydroperoxide decomposition catalyzed by cetyltrimethylammonium bromide. Russ Chem Bull 54, 1855–1861 (2005). https://doi.org/10.1007/s11172-006-0048-y
Received:
Issue Date:
DOI: https://doi.org/10.1007/s11172-006-0048-y