Novosibirsk State Pedagogical University Bulletin, 2013, vol. 3, no. 5, pp. 5–12
© Yagunov S. E., Kholshin S., Kandalintseva N. V., 2013
UDC: 
547.56 + 542.943

Alkylpyrocatechols: synthesis and antiradical activity

Yagunov S. E. 1 (Novosibirsk, Russian Federation), Kholshin S. 1 (Novosibirsk, Russian Federation), Kandalintseva N. V. 1 (Novosibirsk, Russian Federation)
1 Novosibirsk State Pedagogical University, Novosibirsk, Russian Federation
Full text (Open Access) — Downloaded 5155
Abstract: 

Data on the dependence of the antioxidant properties of the structure in the ranks of polyhydric phenols are poorly understood. This article focuses on the synthesis of structurally related series of alkylated catechol with using different approaches. Antiradical properties of synthesized 4-alkyl-and 3,5-dialkylcatechols were studied in the model reaction of AIBN-initiated oxidation of styrene at 50 ° C. In this regard, the received data have fundamental importance, and also interest to the development of new inhibitors of oxidation.

Keywords: 

phenolic antioxidants, alkylpyrocatechols, antioxidant activity

For citation:
Yagunov S. E., Kholshin S., Kandalintseva N. V. Alkylpyrocatechols: synthesis and antiradical activity. Novosibirsk State Pedagogical University Bulletin, 2013, vol. 3, no. 5, pp. 5–12.
References: 

1. Menshchikova E.B., Lankin V.Z., Kandalintseva N.V. Phenolic antioxidants in biology and medicine. LAMBERT, 2012.
2. Oxidation, oxidative stress, antioxidants: All-Russian Conference of Young Scientists and School of Academician N.M. Emmanuel. Moscow: Publishing House of the Peoples' Friendship University, 2006. pp.146–147. (In Russian)
3. Azatyan N.A., Karpuchina G.V., Belostockaya I.C., Komissarova N.L. The mechanism of inhibition of the oxidation of dihydric phenols. Petrochemicals. 1973, no. 3, pp.435–440. (In Russian)
4. Maslovskaya L.A., Petrikevich D.K., Timoschuk V.A., Shadyro O.I. Synthesis and antioxidant properties of some derivatives alkylated catechol. Russian Journal of General Chemistry, 1996, no. 11, pp.1893–1898. (In Russian)
5. Yagunov S.E., Kandalintseva N.V., Prosenko A.E. Copper-catalyzed coupling reaction in synthesis of new antioxidants: International Congress on Organic Chemistry. Kazan, 2011, p. 199. (In Russian)
6. Pozdeeva N. N., Yakushenko I. K., Aleksandrov A. L., Denisov E. T. The mechanism of the inhibitory effect of hydroquinone, hydroquinone–crown and its complexes with lithium and magnesium salts in the oxidation of styrene. Kinetics and Catalysis, 1991, no. 6, pp. 1302–1309. (In Russian)
7. Weller D. D., Stirchak E. P. Quassinoid Synthesis via o-Quinone Diels-Alder Reactions. J. Org. Chem., 1983, vol. 48, no. 25, pp. 4873–4879.

Date of the publication 26.10.2013