Intermediates in nucleophilic aromatic substitution. 16. Toward a complete characterization of the mechanism of nucleophilic aromatic substitution by an amine. …

CF Bernasconi, CL Gehriger…

Index: Bernasconi,C.F. et al. Journal of the American Chemical Society, 1976 , vol. 98, # 26 p. 8451 - 8459

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Citation Number: 26

Abstract

Abstract: The kinetics of the reversible conversion of N-methyl-P-aminoethy12, 4- dinitronaphthyl ether hydrochloride (1 EH~+) into N-methyl-NP-hydroxyethyl-2, 4- dinitronaphthylamine AH), and of N-methyl-P-aminoethyl picryl ether hydrochloride (2EH2+) into N-methyl-NP-hydroxyethyl picramide (2AH) has been studied in aqueous solution. The reaction occurs in two distinct stages, characterized by two relaxation times. The first is ...