Abstract
The stoichiometric coefficients of inhibition and rate constants for the reaction of several terpenephenols (isocamphyl substituted phenols) with ethylbenzene peroxy radicals were measured. Their reactivity was found to increase as the number of alkyl substituents grew and decreased with an o-alkoxyl compared with o-alkyl substituent because of the formation of an intramolecular H-bond. In spite of similar antiradical activities of terpenephenols with isocamphyl and isobornyl substituents, the reactivities of phenoxyl radicals formed from them in the interaction with sterically hindered phenol molecules are substantially different. They are higher for isocamphylphenols with substituents turned with respect to the aromatic ring plane.
Similar content being viewed by others
References
M. B. Plotnikov, V. I. Smolyakova, I. S. Ivanov, et al., Byull. Eksp. Biol. Med. 145, 296 (2008).
M. B. Plotnikov, G. A. Chernysheva, V. I. Smolyakova, et al., Vestn. Ros. Akad. Med. Nauk, No. 11, 12 (2009).
I. Yu. Chukicheva, I. V. Fedorova, E. V. Buravlev, et al., Chem. Nat. Compd. 46, 478 (2010).
L. I. Mazaletskaya, N. I. Sheludchenko, L. N. Shishkina, et al., Pet. Chem. 51, 348 (2011).
G. W. Burton, M. G. Traber, R. V. Acuff, et al., Am. J. Clin. Nutr. 67, 669 (1998).
H. Saito, T. Ucliama, M. Makino, et al., J. Health Sci. 53, 177 (2007).
D. Lu, J. Juo, R. I. Duclos, Jr., et al., J. Med. Chem. 51, 6393 (2008).
N. M. Emanuel’, G. P. Gladyshev, E. T. Denisov, et al., Preprint (Chernogolovka, 1976), p. 11.
I. Yu. Chukicheva, I. V. Fedorova, and A. V. Kutchin, Khim. Rastit. Syr’ya, No. 3, 2 (2009).
G. V. Karpukhina, Z. K. Maizus, and L. I. Matienko, Neftekhimiya 6, 603 (1966).
N. A. Azatyan, T. V. Zolotova, G. V. Karpukhina, et al., Neftekhimiya 11, 568 (1971).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © L.I. Mazaletskaya, N.I. Sheludchenko, L.N. Shishkina, A.V. Kutchin, I.V. Fedorova, I.Yu. Chukicheva, 2012, published in Zhurnal Fizicheskoi Khimii, 2012, Vol. 86, No. 6, pp. 1035–1040.
Rights and permissions
About this article
Cite this article
Mazaletskaya, L.I., Sheludchenko, N.I., Shishkina, L.N. et al. Inhibiting activity of isocamphyl substituted phenols and their mixtures with 2,6-di-tert-butylphenol in the initiated oxidation of ethylbenzene. Russ. J. Phys. Chem. 86, 929–934 (2012). https://doi.org/10.1134/S0036024412050238
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0036024412050238