Abstract
Kinetics of the reaction of 4-nitrobenzoic acid with ammonia, catalyzed by the system constituted by boric acid and PEG-400 poly(ethylene glycol), was studied. A catalysis mechanism was suggested, which consists in original synthesis of incomplete polyethylene glycol borate esters, formation on their basis of 4-nitrobenzoic acid borate esters, and their further amidation with ammonia.
Similar content being viewed by others
References
Shteinberg, L.Ya., Zh. Org. Khim., 2003, vol. 39, no. 7, pp. 1033–1035.
Shteinberg, L.Ya., Zh. Prikl. Khim., 2005, vol. 78, no. 10, pp. 1745–1747.
Shteinberg, L.Ya., Zh. Prikl. Khim., 2006, vol. 79, no. 8, pp. 1296–1299.
Shteinberg, L.Ya., Zh. Prikl. Khim., 2009, vol. 82, no. 4, pp. 619–623.
Panchenkov, G.M. and Lebedev, V.P., Khimicheskaya kinetika i kataliz: Uchebnoe pocobie dlya vuzov (Chemical Kinetics and Catalysis: Textbook for Higher School Institutions), Moscow: Khimiya, 1985.
Bonchev, P., Kompleksoobrazovanie i kataliticheskaya aktivnost’ (Complexation and Catalytic Activity), Moscow: Mir, 1975.
Nelson, P. and Pelter, A., J. Chem. Soc., 1965, vol. 9, pp. 5142–5144.
Shvarts, E.M., Vzaimodeistvie bornoi kisloty so spirtami i oksikislotami (Interaction of Boric Acid with Alcohols and Oxy Acids), Riga: Zinatne, 1990.
Pelter, A. and Levitt, T.E., Tetrahedron, 1970, vol. 26, no. 6, pp. 1539–1544.
Shmid, R. and Sapunov, V.N., Neformal’naya kinetika (Informal Kinetics), Moscow: Mir, 1986.
Host Guest Complex Chemistry: Macrocycles: Synthesis, Structures, Applications, Vogtle, F. and Weber, E., Eds., Berlin: Springer, 1985.
Ford, W.T., In Polymeric Reagents and Catalysts, ACS Symposium Series, 1986, vol. 308, pp 1–16
Pomogailo, A.D., Polimernye immobilizovannye metallokompleksnye katalizatory (Polymeric Immobilized Metal-Complex Catalysts), Moscow: Nauka, 1988.
Mezhfaznyi kataliz: Khimiya, katalizatory i primenenie (Interphase Catalysis: Cmemistry, Catalysts, and Application), Starks, Ch.M., Ed., Moscow: Khimiya, 1991.
Author information
Authors and Affiliations
Additional information
Original Russian Text © L.Ya. Shteinberg, 2011, published in Zhurnal Prikladnoi Khimii, 2011, Vol. 84, No. 5, pp. 785–789.
Rights and permissions
About this article
Cite this article
Shteinberg, L.Y. A study of the kinetics and mechanism of amidation of 4-nitrobenzoic acid with ammonia, catalyzed by boric acid in the presence of polyethylene glycol PEG-400. Russ J Appl Chem 84, 815–819 (2011). https://doi.org/10.1134/S1070427211050132
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070427211050132