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- W1969134529 abstract "The second-order rate constants k 2 (dm 3 mol -1 s -1 ) for the alkaline hydrolysis of substituted alkyl benzoates C 6 H 5 CO 2 R have been measured spectrophotometrically in aqueous 0.5 M Bu 4 NBr at 50 and 25 °C (R = CH 3 , CH 2 Cl, CH 2 CN, CH 2 C≡CH, CH 2 C 6 H 5 , CH 2 CH 2 Cl, CH 2 CH 2 OCH 3 , CH 2 CH 3 ) and in aqueous 5.3 M NaClO 4 at 25 °C (R = CH 3 , CH 2 Cl, CH 2 CN, CH 2 C≡CH). The dependence of the alkyl substituent effects on different solvent parameters was studied using the following equations: ∆ log k = c 0 + c 1 σ I + c 2 E s B + c 3 ∆ E + c 4 ∆ Y + c 5 ∆ P + c 6 ∆ E σ I + c 7 ∆ Y σ I + c 8 ∆ P σ I ∆ log k = c 0 + c 1 σ* + c 2 E s B + c 3 ∆ E + c 4 ∆ Y + c 5 ∆ P + c 6 ∆ E σ* + c 7 ∆ Y σ* + c 8 ∆ P σ* . ∆ log k = log k R - log k CH3 . σ I and σ* are the Taft inductive and polar substituent constants. E , Y and P are the solvent electrophilicity, polarity and polarizability parameters, respectively. In the data treatment ∆ E = E S - E H2O , ∆ Y = Y S - Y H2O , ∆ P = P S - P H2O were used. The solvent electrophilicity, E , was found to be the main factor responsible for changes in alkyl substituent effects with medium. When σ I constants were used, variation of the polar term of alkyl substituents with the solvent electrophilicity E was found to be similar to that observed earlier for meta and para substituents, but twice less when σ* constants were used. The steric term for alkyl substituents was approximately independent of the solvent parameters." @default.
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- W1969134529 date "2006-01-01" @default.
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- W1969134529 title "Kinetic Study of Hydrolysis of Benzoates. Part XXVI. Variation of the Substituent Effect with Solvent in Alkaline Hydrolysis of Substituted Alkyl Benzoates" @default.
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- W1969134529 doi "https://doi.org/10.1135/cccc20061557" @default.
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