
Journal of the Chemical Society. Perkin transactions II p. 529 - 532 (1984)
Update date:2022-08-17
Topics:
Gumbley, Stewart J.
Stewart, Ross
The dissociation constants of benzoic acid and 20 of its meta- or para-substituted derivatives and of isophthalic acid and ten of its 5-substituted derivatives have been measured in 50 wtpercent aqueous methanol.The Hammett ρ value for benzoic acid is 1.28; for isophthalic acid the ρ values are 1.21 (pK1) and 1.20 (pK2).The ?meta values for hydroxy and acetoxy are -0.01 and +0.29, respectively, in this system.Values for ?meta for CO2H and CO2- are calculated to be +0.28 and -0.20, respectively; however there are indications that these values are not completely structure-independent.
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