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- W2019958985 abstract "Aluminium chloride catalysed acetylation of anthracene leads to complex mixtures of mono- and di-acetyl-anthracenes. 9-Acetylanthracene is formed in appreciable yields in benzene or ethylene chloride as solvents only under mild conditions. At higher temperatures acetylations in these solvents or in chloroform afford 1- and 2-acetylanthracene and diacetylanthracenes in increasing amounts, at the expense of the 9-isomer. The ratios of the 1- to the 2-isomer formed are characteristic of the solvent; 3·7 for benzene, 4·4 for chloroform, and 7 for ethylene chloride. The diketones formed comprise, in the sequence of the yields generally obtained, 1,5-, 1,8-, and 1,6-diacetylanthracene. The 1,6-isomer is formed by further acetylation of both 1- and 2-acetylanthracene; its structure was proved by conversion into the known anthraquinone-1,6-dicarboxylic acid. The light-absorption of these ketones and of their 2,4-dinitrophenylhydrazones has been examined. The data provide evidence of steric hindrance in 9- and 1-acetylanthracene." @default.
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- W2019958985 date "1966-01-01" @default.
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- W2019958985 title "The formation of mono- and di-ketones in the Friedel–Crafts acetylation of anthracene" @default.
- W2019958985 doi "https://doi.org/10.1039/j39660001729" @default.
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