90554-26-0Relevant academic research and scientific papers
Anodic Oxidation of Xylenes. Electrochemical Obtention of Cyclohexa-1,4-diene Derivatives
Barba, Isidoro,Alonso, Francisco,Florencio, Feliciana
, p. 4365 - 4367 (2007/10/02)
cis- and trans-3,6-dimethoxy-3,6-dimethylcyclohexa-1,4-dienes obtained by methoxylation of p-xylene were completely separated.The unequivocal structure of the trans isomer was assigned by X-ray diffraction, and the cis:trans ratio is satisfactorily explained by an EECrCp mechanism.When the substrates were p- and o-xylene, the nuclear-addition products were obtained in a two-electron process, but when the substrate was m-xylene, the major muclear-addition product was obtained in a four-electron process.
Reactions of the 1-hydroxy-1,4-dimethylcyclohexadienyl cation, an intermediate in the solvolysis of 1,4-dimethyl-4-nitrocyclohexa-2,5-dien-1-ol
Fischer, Alfred,Henderson, George N.,Smyth, Trevor A.
, p. 1093 - 1101 (2007/10/02)
Solvolysis of 1,4-dimethyl-4-nitrocyclohexa-2,5-dien-1-ol in mixed aqueous organic solvents gives the diastereomers of 1,4-dimethylcyclohexa-2,5-dien-1,4-diol, 1,4-dimethylcyclohexa-3,5-diene-1,2-diol, 2-nitro-p-xylene, 2,4-dimethylphenol (all derived from the title cation, itself formed by ionization of the nitro group as nitrite), and 2,5-dimethylphenol.In aqueous methanol the diastereomers of 4-methoxy-1,4-dimethylcyclohexa-2,5-dienol are also obtained.Significant yields of 2,5-dimethylphenol are only obtained on the acid-catalyzed further reaction of the dienediol (or the methoxydienol) and involve the intermediate formation of 1,4-dimethylcyclohexa-3,5-diene-1,2-diol.In the absence of added base the acid released in the solvolysis catalyses this reaction and leads to the aromatization of the dienes.
