Abstract
Reactions of ethyl polyfluoro-4-hydroxy-2-oxo-2H-chromene-3-carboxylates with amines under mild conditions afforded alkylammonium polyfluoro-3-(ethoxycarbonyl)-2-oxo-2H-chromen-4-olates which efficiently inhibited hydrochloric acid corrosion of mild steel at low concentrations (10−4-10−5 M).
Similar content being viewed by others
References
Lebrini, M., Traisnel, M., Lagrenée, M., Mernari, B., and Bentiss, F., Corros. Sci., 2008, vol. 50, p. 473; Singh, A.K. and Quraishi, M.A., Corros. Sci., 2010, vol. 52, p. 1373; Flores, E.A., Olivares, O., Likhanova, N.V., Domínguez-Aguilar, M.A., Nava, N., Guzman-Lucero, D., and Corrales, M., Corros. Sci., 2011, vol. 53, p. 3899.
Gese, G., Corros. Sci., 2011, vol. 53, p. 3873.
Girardi, C., Greve, J., Lamshöft, M., Fetzer, I., Miltner, A., Schäffer, A., and Kästner, M., J. Hazard. Mater., 2011, vol. 198, p. 22; Prieto, A., Möder, M., Rodil, R., Adrian, L., and Marco-Urrea, E., Biores. Technol., 2011, vol. 102, p. 10 987; Jiang, M., Wang, L., and Ji, R., Chemosphere, 2010, vol. 80, p. 1399; Yu, T.-H., Lin, A.Y.-C., Panchangam, S.C., Hong, P.-K.A., Yang, P.-Y., and Lin, C.-F., Chemosphere, 2011, vol. 84, p. 1216; Guo, R.X. and Chen, J.Q., Chemosphere, 2012, vol. 87, p. 1254; Wen, X., Jia, Y., and Li, J., Chemosphere, 2009, vol. 75, p. 1003; Fatta-Kassinos, D., Vasquez, M.I., and Kümmerer, K., Chemosphere, 2011, vol. 85, p. 693.
Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2002, vol. 1, p. 461; Manolov, I. and Danchev, N.D., Arch. Pharm., 2003, vol. 336, p. 83; Manolov, I., Maichle-Moessmer, C., Nicolova, I., and Danchev, N.D., Arch. Pharm., 2006, vol. 339, p. 319; Manolov, I., Maichle-Moessmer, C., and Danchev, N.D., Eur. J. Med. Chem., 2006, vol. 41, p. 882; Chen, D.-U., Kuo, P.-Y., and Yang, D.-Y., Bioorg. Med. Chem. Lett., 2005, vol. 15, p. 2665.
Sethna, S.M. and Shah, N.M., J. Indian Chem. Soc., 1940, vol. 17, p. 211; Ashraf Ali, S., Desai, R.D., and Shroff, H.P., Proc. Indian Acad. Sci., Sect. A, 1941, vol. 13, p. 184; Fries, K. and Klostermann, W., Ber., 1906, vol. 39, p. 871; Perkin, W.H., Justus Liebigs Ann. Chem., 1869, vol. 150, p. 81.
Shcherbakov, K.V., Burgart, Ya.V., Saloutin, V.I., and Chupakhin, O.N., Heterocycles, 2006, vol. 69, p. 319.
Albert, A. and Serjeant, E., Ionization Constants of Acids and Bases, London: Methuen, 1962.
Khalili, F., Henni, A., and East, A.L.L., J. Chem. Eng. Data, 2009, vol. 54, p. 2914.
Shcherbakov, K.V., Burgart, Ya.V., and Saloutin, V.I., Russ. Chem. Bull., 2006, vol. 55, p. 1215; Shcherbakov, K.V., Burgart, Ya.V., and Saloutin, V.I., Russ. J. Org. Chem., 2006, vol. 42, p. 1838.
Mairanovskii, S.G., Dvoinoi sloi i ego effekty v polyarografii (Double Layer and Its Effects in Polarography), Moscow: Nauka, 1971, p. 88.
Bereket, G., Öğretir, C., and Özşahin, C., J. Mol. Struct. THEOCHEM, 2003, vol. 663, nos. 1–3, p. 39.
Abd El-Maksoud, S.A., Int. J. Electrochem. Sci., 2008, vol. 3, p. 528.
Ostovari, A., Hoseinieh, S.M., Peikari, M., Shadizadeh, S.R., and Hashemi, S.J., Corros. Sci., 2009, vol. 51, p. 1935.
Saloutin, V.I., Burgart, Ya.V., and Chupakhin, O.N., Ftorsoderzhashchie tricarbonil’nye soedineniya. Poluchenie, svoistva, reaktsii, sintez geterotsiklov (Fluorine-Containing Tricarbonyl Compounds. Preparation, Properties, Reactions, and Synthesis of Heterocycles), Yekaterinburg: Ural. Otd. Ross. Akad. Nauk, 2002, p. 221; Bazhin, D.N., Shchegol’kov, E.V., Kudyakova, Yu.S., Shcherbakov, K.V., Burgart, Ya.V., and Saloutin, V.I., Russ. Chem. Bull., 2011, vol. 60, p. 929.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © K.V. Shcherbakov, T.I. Gorbunova, Ya.V. Burgart, V.I. Saloutin, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 1, pp. 72–77.
Rights and permissions
About this article
Cite this article
Shcherbakov, K.V., Gorbunova, T.I., Burgart, Y.V. et al. Synthesis and anticorrosive properties of alkylammonium polyfluoro-3-(ethoxycarbonyl)-2-oxo-2h-chromen-4-olates. Russ J Org Chem 50, 66–71 (2014). https://doi.org/10.1134/S1070428014010138
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428014010138