19370-33-3Relevant academic research and scientific papers
Bismuth triflate catalyzed mononitration of aromatic compounds with N 2O5
Qian, Hua,Wang, Ya,Liu, Dabin,Lv, Chunxu
, p. 509 - 512 (2014/05/20)
This page isvestigated that bismuth triflate catalysed the nitration of a range of simple aromatic compounds in good to excellent yields at 0-30 °C within 2 h using N2O5 and the catalyst can be recycled without apparent loss of activity. Mechanistic insights demonstrate that triflic acid is generated and that, at least, when two competing catalytic cycles are operating at the same time: a rapid one involving triflic acid and a slower one involving the bismuth triflate.
Experiments on the Chaperon effect in the nitration of aromatics
Strazzolini, Paolo,Giumanini, Angelo G.,Runcio, Antonio,Scuccato, Massimo
, p. 952 - 958 (2007/10/03)
A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.
REGIOSELECTIVE NITRATION OF AROMATIC HYDROCARBONS BY METALLIC NITRATES ON THE K10 MONTMORILLONITE UNDER MENKE CONDITIONS
Laszlo, Pierre,Vandormael, Joseph
, p. 1843 - 1846 (2007/10/02)
Aromatic hydrocarbons are nitrated with good regioselectivities by clay-supported cupric nitrate in the presence of acetic anhydride.The procedure commends itself by its simplicity and gives useful yields (75-98percent).In each case, the predominant product can be predicted by consideration of the Hueckel HOMO for the aromatic ring.
