The Friedel-​Crafts acetylation of naphthalene. Evidence for concurrent second- and third-​order reactions

Fadhil S. Kamounah, Andreas D. Andreou, Roger V. Bulbulian, P.H. Gore, A.Y. Miri, David N. Waters

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The Friedel–Crafts acetylation of naphthalene has been shown to give varying α : β isomer ratios as a function of concentration of the reactants. In consequence the ratio is strongly time- and temperature-dependent. Values of the α : β ratio (determined by an extrapolation procedure, for 1,2-dichloroethane solution) for the limit of zero reaction time, were plotted against reactant concentration, to give a straight line having a near-zero intercept. From this it is inferred that, whereas β-acetylation is essentially first-order with respect to the acylating reagent, α-acetylation is dominantly second-order in acylating reagent.
Original languageEnglish
Article number55
JournalJournal of the Chemical Society. Perkin Transactions 2 (2001)
Pages (from-to)376-378
Number of pages3
Publication statusPublished - 1981
Externally publishedYes

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