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KMID : 1059519920360040584
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Journal of the Korean Chemical Society
1992 Volume.36 No. 4 p.584 ~ p.588
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Kinetics and Mechanism of the Hydrolysis of α-(n-Butyl)-N-Phenylnitrone
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Lee Suck-Woo
Kwak Chun-Geun
Lee Kwang-Il
Lee Gi-Chang
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Abstract
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The rate constants of hydrolysis of α-(n-butyl)-N-phenylnitrone and its derivatives have been determined by UV spectrophotometry at 25℃ and a rate equation which can be applied over a wide pH range was obtained. On the basis of rate equations derived and judging from the hydrolysis products obtained and from general base and substituent effects, plausible mechanisms of hydrolysis in various pH range have been proposed. Below pH 4.5, the hydrolysis was initiated by the protonation and followed by the addition of water to α-carbon. Above pH 10.0, the hydrolysis was proceeded by the addition of hydroxide ion to α-carbon. In the range of pH4.5∼10.0, the addition of water to nitrone is rate controlling step.
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