EFFECT OF CHANGING pH UPON THE RATE AND MECHANISM OF DECARBOXYLATION OF SUBSTITUTED ANTHRANILIC ACIDS
Keyword(s):
The ionization constants of 4-methoxyanthranilic acid have been determined spectrophotometrically in water at 60 °C and ionic strength 0.10. The variation in rate of decarboxylation with varying pH at constant ionic strength has been measured at 90 °C with 4-methylanthranilic acid and at 60 °C with 4-methoxyanthranilic acid. With each acid the maximum rate occurs at a pH about 2 units less than the isoelectric pH. To account for these results it is necessary to postulate an equilibrium between at least two intermediates formed by protonation of the 1-position of the aromatic ring. One of these must be formed from the anion and the other(s) by protonation of neutral acid and (or) zwitterion.
Keyword(s):
1982 ◽
Vol 47
(10)
◽
pp. 2716-2723
◽
Keyword(s):
1992 ◽
Vol 57
(7)
◽
pp. 1451-1458
◽
Keyword(s):
2021 ◽
Vol 35
(1)
◽
pp. 57-63
Keyword(s):
Keyword(s):