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KMID : 1059519890330010120
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Journal of the Korean Chemical Society
1989 Volume.33 No. 1 p.120 ~ p.126
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The Kinetics and Mechanism of Hydrolysis of Styrylphenylsulfone Derivatives
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Sung Nack-Do
Kwon Ki-Sung
Kim Tae-Rin
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Abstract
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The Kinetics of hydrolysis of styrylphenylsulfone derivatives in 50% methanol-water at 25℃ and ionic strength of 0.10 was investigated by UV spectrophotometry in the pH range of 0.0-14.0. The rate equations, which can be applied over a wide pH range, were obtained. The Hammett rho constants for the hydrolysis are 1.85 at pH 7.0 and 1.54 at pH 13.0, respectively. On the basis of the evidence, it is proposed that the general base-catalysis occurs in the hydrolysis of styrylphenylsulfone derivatives; above pH 11.0, Michael type nucleophilic addition take place, while below pH 9.0, the reaction is initiated by addition of water and from pH 9.0 to pH 11.0 these two reactions occur competitively.
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