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

New insights into the reactivity of nitrogen dioxide with substituted phenols: A solvent effect
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DOI:
10.1002/ejoc.200500016
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发表时间:
2005-07-11
影响因子:
2.8
通讯作者:
Greci, L
Greci, L
中科院分区:
化学3区
文献类型:
--
作者:
Astolfi, P;Panagiotaki, M;Greci, L

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各种烷基取代酚很容易与二氧化氮((NO2)-N-)反应。常温下在不同的溶剂中。在所有情况下,硝化反应是主要的反应,并导致从2,4,6-三取代苯酚生成单硝基和二硝基酚以及4-硝基-2,5-环己二烯酮。还观察到氧化、二聚和亚硝化反应。反应路径随溶剂和酚环上取代基的性质和数量的不同而变化。(C)Wiley-VCH Verlag GmbH&Co.KGaA,69451 Weinhemi,德国。
Various alkyl-substituted phenols react readily with nitrogen dioxide ((NO2)-N-.) 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 nature and the number of substituents on the phenolic ring. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinhemi, Germany, 2005.