Collect. Czech. Chem. Commun. 1993, 58, 2891-2895

Alkaline Hydrolysis of Substituted Phenyl Acetates Catalyzed by Quaternary Ammonium Salts

Jiří Kulič, Jiří Sussenbek and Aleš Ptáček

Department of Technology of Organic Compounds, University of Chemical Technology, 532 10 Pardubice, Czech Republic


Alkaline hydrolysis if the phenyl acetates CH3COOC6H4X (X = 4-NO2, 3-NO2, 3-Cl, H, 4-CH3, 3-CH3, and 4-OCH3) in the presence of hexadecyltris(2-hydroxyethyl)ammonium chloride, bis(2-hydroxyethyl)hexadecyl(methyl)ammonium bromide, and hexadecyltrimethylammonium bromide has been studied. Comparison of the rates of the hydrolysis for the above tenzides showed that the most efficient catalyst is the hexadecyltris(2-hydroxyethyl)ammonium chloride. In all cases, the rate data correlated well with structure effects by the Hammett equation.