Determination of the Basicities of a Series of Substituted Benzyldimethylamines in 50% Aqueous Methanol
The basicities of a series of substituted benzyldimethylamines have been determined potentiometrically in 50% (by weight) aqueous methanol. An excellent Hammett correlation (ρ = −1.38) is obtained. The larger value of ρ in aqueous methanol as compared to water (−1.14) is interpreted in terms of a greater capability of water to solvate ammonium ions, thus suppressing the stabilizing or destabilizing effect of ring substituents.
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