Hydrolyses of 2-and 4-fluoro N-heterocycles. 3. Nucleophilic catalysis by buffer bases in the general-acid-catalyzed hydrolysis of 4-fluoroquinaldine
…, PG Theobald, DR Rutherford
Index: Muscio, Oliver J.; Theobald, Paula G.; Rutherford, Denise R. Journal of Organic Chemistry, 1989 , vol. 54, # 1 p. 166 - 171
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Abstract
Pseudo-first-order rate constants and catalytic rate constants are reported for the buffer- catalyzed hydrolysis of 4-fluoroquinaldine (1) in carboxylic acid and phosphoric acid buffers. The buffer catalysis is consistent with specific acid, general base catalysis. Hydrolyses in 99% 180-labeled water with 0.04 M unlabeled acetate, and complementary hydrolyses in unlabeled water with 90% 180-labeled acetate, indicate that the predominant catalytic ...
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