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KMID : 1059519840280040259
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Journal of the Korean Chemical Society
1984 Volume.28 No. 4 p.259 ~ p.264
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Kinetics and Mechanism of Hydrolysis of Benzenesulfonylimido Phosgene
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Sung Nack-Do
Han Sun-Ho
Kwon Ki-Sung
Kim Tae-Rin
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Abstract
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The rate constants for the hydrolysis of benzenesulfonylimido phosgene at various pH were determined by ultraviolet spectrophotometry in 1 : 4 dioxane-water mixed solvents at 25℃ and a rate equation which can be applied over a wide pH range was obtained. Based on the Grunwald-Winstein equation, m = 0.4 was obtained. The thermodynamic activation parameters for the hydrolysis were ΔH≠ = 15kcal mol-1, ΔS≠ = 21e.u. at pH 4.0 and ΔH≠ = 8kcal mol-1, ΔS≠ = -39e.u. at pH 11.0, respectively. It was concluded that the hydrolysis of benzenesulfonylimido phosgene in 1:4 dioxane-water mixed solvents proceed via nucleophilic addition-elimination.
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