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Peculiarities of catalytic behavior of bases in the reaction of aliphatic carboxylic acids with epoxide

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Theoretical and Experimental Chemistry Aims and scope

A study was carried out on the kinetics of the reaction of 1-chloro-2,3-epoxypropane (epichlorohydrin, ECH) with aliphatic carboxylic acids in the presence of (3-chloro-2-hydroxypropyl)trimethylammonium (CHPTMA) chloride obtained by trimethylammonium chloride and ECH. We compared the catalytic activity of CHPTMA chloride, trialkylamines, and tetraalkylammonium halides and evaluated the effect of their structure. An ab initio quantum-chemical calculation was performed to obtain a detailed analysis of the state of the catalysts in this system in order to understand the peculiarities of catalytic activity of these bases.

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Correspondence to Yu. N. Bespal’ko.

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Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 44, No. 5, pp. 292–297, September–October, 2008.

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Bespal’ko, Y.N., Shved, E.N. & Oleinik, N.M. Peculiarities of catalytic behavior of bases in the reaction of aliphatic carboxylic acids with epoxide. Theor Exp Chem 44, 300–306 (2008). https://doi.org/10.1007/s11237-008-9041-x

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  • DOI: https://doi.org/10.1007/s11237-008-9041-x

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