McClelland, Robert A. published the artcileElectrophilic reactions of xanthylium carbocations produced by flash photolysis of 9-xanthenols, Quality Control of 596-38-3, the publication is Journal of the American Chemical Society (1989), 111(8), 2929-35, database is CAplus.
The xanthylium ion and eight 9-aryl derivatives (p-MeO-, p-Me-, m-Me-, H-, p-F-, m-MeO-, p-Cl-, and p-CF3C6H4) were produced in 1:4 acetonitrile/water by flash photolysis of the corresponding 9-xanthenols. The identifications of the transients as xanthylium cations were based upon their characteristic absorption spectra, as well as upon experiments with time-resolved conductivity detection. Rate constants for the reactions of these cations with solvent, with four anionic nucleophiles, and with four neutral nucleophiles (primary amines) were measured. The 9-arylxanthylium ions, which have solvent rate constants (k(solv)) at 25° ranging from 11 to 34 s-1, follow the Ritchie equation, a plot of log k(nucleophile) vs. the nucleophile N+ parameter being linear with a slope near unity. For the more reactive parent cation, which has k(solv) at 20° of 2.3 × 104 s-1, the rate constants k(nucleophile) are more poorly correlated with N+ and the slope is less than unity. The failure to obey the Ritchie relationship is suggested to be associated with the rate constants becoming controlled by diffusion (azide ion) or desolvation (amines).
Journal of the American Chemical Society published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Quality Control of 596-38-3.
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