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Kinetic Studies on the Mechanism of Hydrolysis of 2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate Derivatives
Kinetic Studies on the Mechanism of Hydrolysis of 2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate Derivatives
Journal of the Korean Chemical Society. 2000. Apr, 44(2): 120-126
  • Published : April 20, 2000
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Kim, Tae-Rin
Lee, So-Young
Han, Man-So
Pyun, Sang-Yong
Lee, Seok-Hee

Abstract
The rate constants for the hydrolysis of 2-phenyl-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP) derivatives were detemined by the use of ultraviolet visible spectrophotometer in water. The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydrolysis product analysis, general base catalysis, and substituent effect, a plausible mechanism of the hydrolysis is proposed: Below pH 4.0, the reaction is initiated by addition of water, while above pH 9.0, Michael type nucleophilic addition takes place. In the pH range of $4.5{\sim}8.0$, these two reactions appear to occur competitively.