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- W2004147833 abstract "The decarboxylation of 4-methylsalicylic acid in dilute solutions of quinoline in nitrobenzene at 200 °C is first order with respect to the salicylic acid and first order with respect to quinoline. The pseudo-first-order rate constant reaches a maximum at 0.25 M quinoline, then decreases as the quinoline concentration increases. The 13 C-carboxyl kinetic isotope effect, 100(k 12 /k 13 − 1), is 2.2% in pure quinoline and 0.7% in 0.02 M quinoline. It is therefore concluded that the mechanism proposed in Part I of this series involves three steps: ionization of the salicylic acid to a quinolinium salicylate ion pair, reversible protonation by quinolinium ion of the salicylate ion at carbon 1 of the aromatic ring, and loss of carbon dioxide from the protonated salicylate ion. In dilute quinoline solution the second step is slow, while in pure quinoline the third step becomes rate determining." @default.
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- W2004147833 date "1968-12-15" @default.
- W2004147833 modified "2023-09-27" @default.
- W2004147833 title "Mechanism of decarboxylation of substituted salicylic acids. II. Kinetics and 13C-carboxyl kinetic isotope effects in nitrobenzene–quinoline mixtures" @default.
- W2004147833 doi "https://doi.org/10.1139/v68-646" @default.
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