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KMID : 1059519920360060919
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Journal of the Korean Chemical Society
1992 Volume.36 No. 6 p.919 ~ p.924
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A Study on the Kinetics and Mechanism of the Hydrolysis of N-Benzylidenebenzenesulfonamide Derivatives
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Lee Suck-Woo
Jang Byung-Man
Lee Kwang-Il
Lee Gi-Chang
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Abstract
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The kinetics of the hydrolysis of N-benzylidenebenzenesulfonamide derivatives have been investigated by ultraviolet spectrophotometry in H2O at 25℃. A rate equation which can be applied over a wide pH range was obtained. The substituent effect on the hydrolysis of N-benzylidenebenzenesulfonamide derivatives were studied and rate of hydrolysis is known to be accelerated by electron withdrowing group. Final product of the hydrolysis was benzenesulfonamide and benzaldehyde. Base on the rate equation, substituent effect, general base effect and final products, hydrolysis of N-benzylidenebenzenesulfonamide derivatives seemed to be initiated by the hydronium ion at the pH 0.2∼2.5 and proceeded by the neutral H2O molecule at pH 3.0∼8.0 but proceeded by the hydroxide ion at above pH 8.5.
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