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La substitution nucléophile activée en série aromatique I.—Effets stériques. Réaction d'échange brome‐iode dans une série de 1‐alcoyl‐2‐bromo‐3,5‐dinitro‐benzènes

par Fierens, Paul Jean Charles ;Halleux, André
Référence Bulletin des Sociétés chimiques belges, 64, 11-12, page (696-703)
Publication Publié, 1955

Article révisé par les pairs

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Résumé :

The problem of the mechanism of activated aromatic nucleophilic substitution is first introduced. Rate constants and Arrhenius parameters pertaining to the bimolecular exchange, in dry acetone, between 1‐alkyl‐2‐bromo‐3,5‐dinitro‐benzenes and potassium iodide, where the alkyl radical is successively: H, CH3, C2H5, (CH3)2 CH, (CH3)3 C, have been determined. The ratio of reaction rates (CH3)3C: H is approximately equal to 0.0017. The general trend in the experimental results seems to indicate that the reaction under consideration is sensitive to steric‐effects. Copyright © 1955 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim