Acetonitrile

About: Acetonitrile is a research topic. Over the lifetime, 11298 publications have been published within this topic receiving 175275 citations. The topic is also known as: cyanomethane & ethyl nitrile.

Synthesis of 4-Aryl-5-nitro-1,2,3-triazoles

Abstract: It is known that some 1,2,3-triazole derivatives possess practically important properties. For example, 4-(4-methoxyphenyl)-5-nitro-1,2,3-triazole exhibits antifungal activity, and 4-(4-bromophenyl)and 4-(4nitrophenyl)-5-nitro-1,2,3-triazoles are tuberculostatic and fungicide agents [1]. Some 1,2,3-triazoles can be used as photostabilizers and optical bleaching agents [2, 3], and they may be regarded as precursors of azapurines which are potential carcinostatic agents [2]. The synthesis of nitro-1,2,3-triazoles having aryl substituents at the ring carbon atoms was described by Khisamutdinov and co-workers [1, 4]. It is based on the reaction of 2-aryl-1-bromo-1-nitroethenes or 2-aryl-1,2-dibromo-2-nitroethanes with sodium azide in aprotic (DMF, DMSO) or protic (ethanol) solvents. 1,1-Dinitroethene derivatives, specifically β,β-dinitrostyrenes, are highly reactive compounds [5–8] which can be used in the synthesis of nitro-1,2,3triazoles. We have shown that β,β-dinitrostyrenes I–III react with 2 equiv of sodium azide under fairly mild conditions, in anhydrous acetonitrile at room temperature. The reaction takes 2.5–4.5 h, and the products are 4-aryl-5-nitro-1,2,3-triazoles VII–IX which are formed in 59–77% yield. Compounds VII–IX were also synthesized by independent method from the corresponding β-bromo-β-nitrostyrenes and sodium azide in DMF, following a slightly modified procedure

Oxidations by the reagent “O2–H2O2–vanadium derivative–pyrazine-2-carboxylic acid”: Part 14. Competitive oxidation of alkanes and acetonitrile (solvent)

Abstract: It has been found that the rate of hydrogen peroxide consumption in an alkane oxidation by the “O2–H2O2–nBu4NVO3–pyrazine-2-carboxylic acid” reagent in acetonitrile is noticeably lower in the presence of an alkane than in its absence. This paradoxical phenomenon at the first glance can be explained if we assume that acetonitrile used as a solvent is efficiently oxidized by the system in the absence of alkane. This oxidation is depressed by alkane additive due to the competition between the alkane and acetonitrile for the active hydroxyl radicals efficiently generated by the reagent. It has been also shown that the H2O2 decomposition in the presence of an alkane occurs as a radical non-chain process.