Abstract
SUBSTITUTION in the naphthalene nucleus appears to occur initially at the α-position, while under more vigorous treatment an increasing proportion of β-substitution is observed ; this tendency has been noted in alkylation by the Friedel-Crafts method by Roux1 and by Tzukervanik and Terentieva2. We have found that by passing methyl alcohol and naphthalene vapours over catalysts of the alumina-silica type at 450°, β-methylnaphthalene and dimethylnaphthalenes are formed but not α-methylnaphthalene.
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References
Ann. chim. phys., 12, 289 (1887).
J. Gen. Buss. Chem., 7, 637 (1937).
Cf. Hickinbottom, Nature, 143, 520 (1939); 142, 830 (1938).
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CULLINANE, N., CHARD, S. Mechanism of Substitution in the Naphthalene Nucleus. Nature 161, 690 (1948). https://doi.org/10.1038/161690a0
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DOI: https://doi.org/10.1038/161690a0
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