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KMID : 1059519970410060299
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Journal of the Korean Chemical Society
1997 Volume.41 No. 6 p.299 ~ p.303
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Kinetic Study on the Alkaline Hydrolysis of the 4-Substituted Phenyl Ethyl Benzylphosphonates
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Shon Kyoung-Hwa
Park Kyung-Kone
Lee Bu-Young
Shin Gap-Cheol
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Abstract
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The rate constants(kOH) for the alkaline hydrolysis of the 4-substituted phenyl ethyl benzylphosphonates were determined in various buffer solutions by UV-Vis spectrophotometer. The activation entropies of the title reactions show negative values and this result is not consistent with a dissociative mechanism (EA) for which a positive or slightly negative value of the entropy of activation should be expected. An associative mechanism(AE) is favorable because the negligible negative charge is generated on the leaving group in the rate determining step from a good Hammett relationship(ρ=1.89). By the results of a kinetic study, we conclude that a dissociative mechanism is not proceeded in the title reactions.
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