Transetherification reaction of aromatic-aliphatic ethers. II. Influence of the presence of a nitro group in an aromatic nucleus was written by Galmarini, Oscar L.;Deulofeu, Venancio. And the article was included in Anales de la Asociacion Quimica Argentina (1921-2001) in 1957.Quality Control of 3-Methyl-4-nitroanisole This article mentions the following:
Ether groups undergo nucleophilic displacement in an aromatic nucleus if there is a nitro group in a para position. 5-Methoxy-2-nitrotoluene is partially converted by boiling with NaOEt in EtOH 12 hrs. to 5-ethoxy-2-nitrotoluene (I), but I is unaffected on boiling with NaOMe in MeOH. 4-Methoxy-2-nitrotoluene is not affected by aqueous KOH or NaOEt. Similarly 4,5-dimethoxy-2-nitrotoluene (II) is converted to 5-ethoxy-4-methoxy-2-nitrotoluene (III). Oliverio (Boll. sedute accad. Gioenia sci. nat. Catania [3] 1937) gave the product as 4,5-diethoxy-2-nitrotoluene (IV). IV is partially converted to 4-ethoxy-5-methoxy-2-nitrotoluene (V) and III and V are partially interconverted by NaOEt. The mixtures of toluene ethers could not be separated, but were oxidized to the corresponding benzoic acids which were separated by paper chromatography using 8:1:1 iso-PrOH-NH4OH-H2O. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Quality Control of 3-Methyl-4-nitroanisole).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Quality Control of 3-Methyl-4-nitroanisole
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem