Inorganic Anionic Oxygen-Containing α-Nucleophiles-Effective Acyl Group Acceptors: Hydroxylamine Ranks First among the α-Nucleophile Series

…, TM Prokop'eva, EA Karpichev, VA Savelova…

Index: Simanenko; Popov; Prokop'eva; Karpichev; Savelova; Suprun; Bunton Russian Journal of Organic Chemistry, 2002 , vol. 38, # 9 p. 1286 - 1298

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Citation Number: 21

Abstract

Abstract Comparative analysis of the nucleophilicity of inorganic oxygen-containing α- nucleophiles (hydroxylamine and ClO-, BrO--, HOO--, NH 2 O-, and F-ions) covering the p K a range from-2 to 13.81 toward 4-nitrophenyl esters (4-nitrophenyl acetate, 4-nitrophenyl p- toluenesulfonate, diethyl 4-nitrophenyl phosphate, ethyl 4-nitrophenyl ethylphosphonate, and 4-nitrophenyl dimethylcarbamate) in water at 25° C (ionic strength μ 1.0, KCl) was ...