
TY  - JOUR
A1  - Hay, RW 
A1  - Tate, KR 
T1  - The kinetics of decarboxylation of benzoylacetic acid and its <I>p</I>-methoxy and <I>p</I>-nitro derivatives in dioxan-water mixtures
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1970
VL  - 23
IS  - 7
SP  - 1407
EP  - 1413
KW  - 
UR  - https://doi.org/10.1071/CH9701407 
N2  - The kinetics of the decarboxylation of benzoylacetic, p-nitrobenzoylacetic, and p-methoxybenzoylacetic acids and their anions, have been studied in 50/50 v/v dioxan-water at I 0.20M over a range of temperatures. Substituents in the aromatic ring have little or no effect on the relative rates of decarboxylation of the free acids. Values of &#916;H? and &#916;S? are the same within experimental error. Apparently polar effects are &quot;swamped&quot; by the polarization effect of the proton either partly or fully transferred to the carbonyl group. Polarization effects of this type do not occur with the anions and the expected substituent effects are observed, thus at 35.6º the relative rates are p-NO2 (16) > pH (1) > p-OMe (0.26). 
ER  -

