Reaction of 2,4-Dinitrofluorobenzene with o-Anisidine in Benzene. Further Evidence of the “Dimer” Mechanism

The reaction of 2,4-dinitrofluorobenzene with o-anisidine (B) in benzene exhibits a quadratic dependence of the observed second-order rate coefficient, kA, with [B], and similar behavior is found in the reaction with p-anisidine, as was previously reported in the literature. The kinetic results are...

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Autores principales: Nudelman, N.S., Palleros, D.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00223263_v48_n10_p1613_Nudelman
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Sumario:The reaction of 2,4-dinitrofluorobenzene with o-anisidine (B) in benzene exhibits a quadratic dependence of the observed second-order rate coefficient, kA, with [B], and similar behavior is found in the reaction with p-anisidine, as was previously reported in the literature. The kinetic results are interpreted in terms of a “dimer” nucleophile, B:B, which forms a cyclic intermediate with the substrate. This interpretation is confirmed by the data of the reaction run in the presence of varying amounts of pyridine, where an additional mixed adduct, B:P, is present. © 1983, American Chemical Society. All rights reserved.