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- W2070296660 abstract "Chloranil oxidises 3,3′,4,4′-tetramethoxybiphenyl efficiently in 70%(v/v) aqueous sulphuric acid to 2,5,6,9,12,13-hexamethoxydibenzo[fg,op]naphthacene-1,8-quinone (2; R1= R2= R3= Me) from which are prepared the corresponding leucoacetate, the leucomethyl ether, and 1,2,5,6,8,9,12,13-octa-acetoxydibenzo[fg,op]naphthacene (3; R1= R2= R3= Ac, X = OAc). Volatilisation of the quinone in the mass spectrometer is accompanied by abstraction of hydrogen and methyl groups. The oxidation of 3,3′-bistrideuteriomethoxy-4,4′-dimethoxybiphenyl (1; R1= Me, R2= CD3) gives a mixture of the expected [2H12] quinone and a [2H9]quinone(2; R1= R3= Me, R2= CD3) formed by intramolecular trans-etherification. 3,3′,4,4′-Tetraethoxybiphenyl is oxidised to 2,5,6,9,12,13-hexaethoxydibenzo[fg,op]naphthacenequinone (2; R1= R2= R3= Et)." @default.
- W2070296660 created "2016-06-24" @default.
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- W2070296660 date "1971-01-01" @default.
- W2070296660 modified "2023-09-25" @default.
- W2070296660 title "Reactions of quinones with aromatic ethers. Part I. Polyalkoxydibenzo[fg,op]naphthacene-1,8-quinones from chloranil and 3,3′,4,4′-tetra-alkoxybiphenyls" @default.
- W2070296660 doi "https://doi.org/10.1039/j39710001393" @default.
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