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- W2044936071 startingPage "3281" @default.
- W2044936071 abstract "The hydrolysis of phenyl benzenesulfinate is catalyzed by both acid and base, and is strongly accelerated by the carboxylate and amine base components of the buffer. Carboxylates and amines constitute different groups in the Brønsted plots, falling nearly on two separate lines of β = 1. The carboxylates are about 400-times more effective catalysts than the amines of similar basicity. Solvent deuterium isotope effects on the catalytic constants are small, and the buffer catalysis is considered to be nucleophilic. By contrast, the hydrolysis of the methyl ester was only weakly affected by the buffer, if at all. High efficiencies of oxygen nucleophiles in the catalysis of the hydrolysis of acyclic sulfinates are distinctive compared with the cyclic analogs, and are rationalized by a concerted SN2-like mechanism of the nucleophilic reaction at sulfur." @default.
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- W2044936071 date "1996-11-01" @default.
- W2044936071 modified "2023-10-17" @default.
- W2044936071 title "Buffer Catalysis of the Hydrolysis of Phenyl and Methyl Benzenesulfinates. Contrasting Behavior between Acyclic and Cyclic Analogs" @default.
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- W2044936071 doi "https://doi.org/10.1246/bcsj.69.3281" @default.
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