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KMID : 1059519970410060313
Journal of the Korean Chemical Society
1997 Volume.41 No. 6 p.313 ~ p.319
Kinetics and Mechanism of the Hydrolysis of Diazidophenylmethane Derivatives
Kwon Ki-Sung

Seo Jee-Hyung
Lee Yong-Gu
Abstract
Diazidophenylmethane derivatives(X : p-H, p-OCH3, p-F, p-CH3) were synthesized and the rate constants of hydrolysis of diazidophenylmethane derivatives were determined by UV spectrophotometry in 50:50(v/v) aqueous methanol at 25 ¡É. On the basis of rate equation, substituent effect, activation parameters, solvent effect, salt effect, and product analysis, it may be concluded that the hydrolysis of diazidophenylmethane derivatives proceed through SN2CA mechanism below pH 2.0, while above pH 12.0 through SN2 mechanism, and in the range of pH from 2 to 12 through SN1 mechanism respectively.
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