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18.97.9.170
18.97.9.170
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SCIE
제초성 , N - ( 2,6 - dimethoxypyrimidin - 2 - yl ) aminocarbonyl - 2 - 치환 ( Z ) - 6 - ( 1 - hydroxy - 2 - fluoroethyl ) benzenesulfonamide 유도체의 가수분해 반응 메카니즘
Kinetics and Hydrolysis Mechanism of Hervicidal N - ( 2,6 - dimethoxypyrimidin - 2 - yl ) aminocarbonyl - 2 - ( 1 - hydroxy - 2 - fluoroethyl ) benzenesulfonamide Derivatives
성낙도(Nack Do Sung), 이찬복(Chan Bog Lee), 류재욱(Jae Wook Ryu), 김대황(Dae Whang Kim)
UCI I410-ECN-0102-2008-520-000752960

The new six herbicidal N-[(pyrimidin-2-yl)aminocarbonyl]-2-substituted-6-(1-hydroxy-2-fluoroethyl)benzenesulfonamide derivatives(S) were synthesized and rate constants for the hydrolysis of their in the range of pH 1.0∼10.0 have been studied in 15%(v/v) aqueous acetonitrile solution at 45℃. From the basis of the results, pH-effect, solvent effect, ortho-substituent effect, thermodynamic parameters(△H^* & △S^*), pKa constant(4.80), rate equation, analysis of hydrolysis products(2-(1-hydroxy-2-fluoroethyl)benzenesulfonamide & 4,6-dimethoxyaminopyrimidine), it may be concluded that the general acid catalyzed hydrolysis through A-S_E2 mechanism and specific acid catalyzed hydrolysis through A-2 type(or A_(AC)2) mechanism proceeds via conjugate acid(SH^-) and tetrahedral intermediate(I) below pH 8.0, whereas, above pH 9.0, the general base catalyzed hydrolysis by water molecules(B) through (E₁)_(anion) mechanism proceeds via conjugate base(CB). In the range between pH 7.0∼pH 9.0, these two reactions occur competitively.

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