Reaction of 2-alkylaminomethylphenols with 4-nitrophenyl-bis(chloromethyl)phosphinate in toluene micellar solutions of polyethylene glycol-600 monolaurate |
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Authors: | E. P. Tishkova R. A. Shagidullina L. A. Kudryavtseva I. E. Ismaev B. E. Ivanov |
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Affiliation: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan' Scientific Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420083 Kazan, Russian Federation |
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Abstract: | The effect of polyethylene glycol-600 monolaurate (PEG-ML) reversed micelles on the reaction of 2-alkylaminomethylphenols (AMP) with 4-nitrophenyl-bis(chloromethyl) phosphinate in toluene has been investigated. PEG-ML increases the observed rate constant of the reaction by more than one order of magnitude. AMP concentration in solution affects the position of the maximum on the concentration dependence of the micellar-catalyzed-reaction rate constants. The reaction rate constant in the micellar phase and the binding constant of the substrate with micelles depend on the alkyl chain length and AMP concentration. Inhibition of the reaction studied is observed in the presence of high PEG-ML concentrations and low AMP concentrations.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2134–2138, December, 1994. |
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Keywords: | micellar catalysis inhibition nonionic surfactant 2-alkylaminomethylphenol |
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