605-62-9Relevant articles and documents
N-methyl-2-chloropyridinium iodide/NaNO2/Wet SiO2: Neutral reagent system for the nitration of activated aromatic compounds under very mild conditions
Azadi, Roya,Nazari-Far, Zahra
, p. 136 - 140 (2015/06/22)
Mononitration of activated aromatic compounds using N-methyl-2-chloro-pyridinium iodide (Mukaiyama reagent)/NaNO2/wet SiO2 reagent system under neutral, very mild and environmentally safer reaction condition has been developed. Various structurally diverse aromatic rings are subjected in this condition and the corresponding nitro-aromatic compounds are prepared in moderately high yields.
Specific para-hydroxylation of nitronaphthalenes with cumene hydroperoxide in basic aqueous media
Zhu, Lei,Zhang, Lin-Hua
, p. 3519 - 3522 (2007/10/03)
A synthetic method for specific para-hydroxylation of nitroarenes has been developed. The reaction of nitronaphthalenes with cumeme hydroperoxide in basic aqueous media produces exclusively para-hydroxy nitronaphthalenes in good yield. The selectivity of ortho and para hydroxylation is mediated by water content. The rationale for water-controlled orientation of hydroxylation has been briefly discussed. (C) 2000 Elsevier Science Ltd.
Reactions of Aromatic Compounds with Nucleophilic Reagents in Liquid Ammonia. XV. Hydroxylation of Aromatic Nitro Compounds with Potassium Peroxide
Malykhin,Shteingarts
, p. 636 - 643 (2007/10/03)
Reactions of 1-nitro- and 1,8-dinitronaphthalenes with K2O2 in liquid ammonia at -33°C yield, respectively, mono- and dinitronaphthols. The ratio of the products with 1,2- and 1,4-arrangement of the nitro and hydroxy groups is 1:(1.0-1.3). Lowering the temperature to -60°C results in almost exclusive formation of the 1,4-isomers. Hydroxylation of 1,5-dinitronaphthalene by the action of K2O2 occurs both at the ortho and para positions with respect to the nitro group only in the presence of oxygen. Reactions of 4-chloronitrobenzene and 1,4-dinitrobenzene with K2O2 afford 4-nitrophenol in high yield, whereas nitrobenzene, 4,4′-dinitrobiphenyl, and 1,3-dinitrobenzene do not undergo hydroxylation by the action of K2O2 in liquid ammonia both under argon and in the presence of oxygen.