New insights into the reactivity of nitrogen dioxide with substituted phenols: A solvent effect

P Astolfi, M Panagiotaki, L Greci

Index: Astolfi, Paola; Panagiotaki, Maria; Greci, Lucedio European Journal of Organic Chemistry, 2005 , # 14 p. 3052 - 3059

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Citation Number: 11

Abstract

Abstract Various alkyl-substituted phenols react readily with nitrogen dioxide (· NO 2) in different solvents at room temperature. In all cases nitration is the major reaction and leads to the formation of mono-and dinitrophenols and 4-nitrocyclohexa-2, 5-dienones from 2, 4, 6- tri-substituted phenols. Oxidation, dimerisation and, in one case, nitrosation are also observed. The reaction pathway followed changes according to the solvent and to the ...