Alkaline Hydrolysis of 4-Nitrophenyl Acetate and Diphenyl (4-Nitrophenyl) Phosphate Catalyzed by Iodosoarenesulfonic Acids

1994 ◽  
Vol 59 (6) ◽  
pp. 1392-1399 ◽  
Author(s):  
Jiří Kulič ◽  
Aleš Ptáček

Alkaline hydrolysis of 4-nitrophenyl acetate and of diphenyl (4-nitrophenyl) phosphate catalyzed by 2-iodosobenzenesulfonic and 2-iodoso-1-naphthalenesulfonic acids was studied in the presence of hexadecyltrimethylammonium bromide as the micellar agent. It was found that 2-iodosobenzenesulfonic acid is the better catalyst for the hydrolysis of phenyl acetate while 2-iodoso-1-naphthalenesulfonic acid is more efficient for the hydrolysis of the phosphate.

1994 ◽  
Vol 59 (5) ◽  
pp. 1137-1144 ◽  
Author(s):  
Aleš Ptáček ◽  
Jiří Kulič

The hydrolysis of diphenyl (4-nitrophenyl) phosphate catalyzed by 2-iodosobenzoic and 3-iodoso-2-naphthoic acids has been studied at different pH values in the presence of hexadecyltrimethylammonium bromide as a micellar agent. It was found that 3-iodoso-2-naphthoic acid is better catalyst than 2-iodosobenzoic acid. At amounts of the acids higher than stoichiometric, the reaction is independent of pH in the 8.00 to 10.00 region while on using substoichiometric amounts, the reaction rate depends on OH- ion concentration only when the acid to diphenyl (4-nitrophenyl) phosphate molar ratio amounts to 12.5 : 1 for 2-iodosobenzoic acid and 6.25 : 1 for 3-iodoso-2-naphthoic acid.


1993 ◽  
Vol 58 (12) ◽  
pp. 2891-2895 ◽  
Author(s):  
Jiří Kulič ◽  
Jiří Sussenbek ◽  
Aleš Ptáček

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.


1973 ◽  
Vol 15 (3) ◽  
pp. 638-644
Author(s):  
L.M. Kogan ◽  
A.I. Yezrielev ◽  
N.B. Monastyrskaya ◽  
A.V. Lebedev

1993 ◽  
Vol 58 (8) ◽  
pp. 1798-1802 ◽  
Author(s):  
Jiří Kulič ◽  
Aleš Ptáček

2-Iodosobenzoic acid forming strong nucleophile in alkaline medium - 1-oxido-1,2-benziodoxol-3(1H)-one, was used as a catalyst of alkaline hydrolysis of substituted phenyl acetates (4-NO2, 3-NO2, 3-Cl, 4-Br, H, 4-CH3, 3-CH3, 4-OCH3, 3-OCH3) in the presence of hexadecyltrimethylammonium bromide as a micellar agent. It was found that the observed first-order rate constants kobs can be correlated by the Hammett equation: log kobs = (-3.29 ± 0.03) + (1.77 ± 0.001) σ.


1980 ◽  
Vol 45 (11) ◽  
pp. 2873-2882
Author(s):  
Vladislav Holba ◽  
Ján Benko

The kinetics of alkaline hydrolysis of succinic acid monomethyl and monopropyl esters were studied in mixed aqueous-nonaqueous media at various temperatures and ionic strengths. The results of measurements are discussed in terms of electrostatic and specific interactions between the reactants and other components of the reaction mixture. The kinetic parameters in the media under study are related to the influence of the cosolvent on the solvation sphere of the reactants.


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