99321-71-8Relevant academic research and scientific papers
13C NMR Spectra of Substituted o-Nitroanisoles and n-Butyl o-Nitrophenyl Ethers
Zeegers, Petrus J.,Thompson, Malcolm J.
, p. 497 - 499 (2007/10/02)
13C NMR analyses of substituted o-nitroanisoles and n-butyl o-nitrophenyl ethers are reported. Key Words: 13C NMR - o-Nitroanisoles - n-Butyl o-nitrophenyl ethers
ipso Nitration. XXVI. Nitration of 1,2-dimethyl-4-nitrobenzene. Formation and reactions of adducts
Fischer, Alfred,Henderson, George N.,Iyer, Lokanathan M.
, p. 2390 - 2400 (2007/10/02)
Nitration of 1,2-dimethyl-4-nitrobenzene in a mixture of acetic anhydride and trifluoroacetic anhydride gives the diastereoisomers of 4,5-dimethyl-2,4-dinitrocyclohexa-2,5-dienyl acetate (50percent), in addition to the 1,2-dimethyldinitrobenzenes.In moderate and more strongly acid conditions the adduct gives 4-nitro-, 3,4-dinitro-, and 3,5-dinitro-o-xylene.In neutral and weakly acid solutions 4-nitro- and 3,5-dinitro-o-xylene are formed by a radical and a sigmatropic pathway.The adduct reacts facilely with nucleophiles by allylic substitution to give a 5,6-dimethyl-6-nitrocyclohexa-2,4-dienyl derivative which, in many instances, undergoes a second allylic substitution to a new 4,5-dimethyl-2,4-dinitrocyclohexa-2,5-dienyl derivative.Depending on the nature of the introduced substituent, these 2,4- and 2,5-dienyl products may eliminate nitrous acid, under the reaction conditions, to give the corresponding aromatic compound.The dienyl acetates undergo acid-catalysed transesterification to the corresponding dienols.
