The Journal of Organic Chemistry

Anodic oxidation of xylenes. Electrochemical preparation of 1, 4-cyclohexadiene derivatives

I Barba, F Alonso, F Florencio

Index: Barba, Isidoro; Alonso, Francisco; Florencio, Feliciana Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4365 - 4367

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Citation Number: 9

Abstract

cis-and trans-3, 6-dimethoxy-3, 6-dimethylcyclohexa-l, 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 EEC, C, 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 ...