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Alkylation of 2,6-di-tert-butylphenol with methyl acrylate catalyzed by potassium 2,6-di-tert-butylphenoxide
Authors:A. A. Volod’kin  G. E. Zaikov
Affiliation:(1) N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119991 Moscow, Russian Federation
Abstract:The kinetics of catalytic alkylation of 2,6-di-tert-butylphenol (ArOH) with methyl acrylate (MA) in the presence of potassium 2,6-di-tert-butylphenoxide (ArOK) depends on the method for the preparation of ArOK. The reaction of ArOH with KOH at temperatures > 180 °C affords monomeric ArOK, whose properties differ from those in the case of potassium 2,6-di-tert-butylphenoxide synthesized by the earlier methods. The regularities of ArOH alkylation depend on the ArOK concentration, the ArOH: MA ratio, and the effect of microadditives of polar solvents. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1971–1974, October, 2007.
Keywords:phenols  phenoxides  2,6-di-tert-butylphenol  methyl acrylate  Michael reaction  potassium hydroxide  kinetics  catalysis
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