. Can. J. Chem. 59, 1061 (1981). Phthalaldehyde undergoes an intramolecular Cannizzaro reaction in aqueous base to produce the o-hydroxymethylbenzoate ion. The kinetics of the reaction have been measured over a range of sodium hydroxide concentration at 40°C. The reaction is considerably slower than that of the analogous reaction of phenylglyoxal since it proceeds exclusively via the cyclic hydrate dianion which must undergo a very unfavorable ring opening before internal hydride transfer can occur.ROBERTS. MCDONALD et CHRISTINE E. SIBLEY. Can. J. Chem. 59, 1061 (1981). La phtaldehyde subit une reaction de Cannizzaro intramoleculaire en presence d'une base en solution aqueuse et produit I'ion o-hydroxym6thylbenzoate. On a mesure la cin6tique de la rtaction en faisant varier laconcentration en hydroxyde de sodium a4OoC. La reaction est considerablement plus lente que la reaction analogue du phenylglyoxale puisqu'elle se fait exclusivement par I'intermediaire d'un dianion hydrate cyclique qui doit subir une ouverture de cycle trks defavorable avant que le transfert interne d'hydrure ne se produise.[Traduit par le journal]
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