butylammonium hydroxide. Because of the electron-withdrawing effect of the two phenyl groups, dibenzoylmethane would be expected to be the stronger acid. When titrated in acetone with sodium or potassium methoxide, dibenzoylmethane actually is a stronger acid than 2,4-pentanedione.An even more striking effect is in the titration of succinic acid. In water the pKi is 4.2 and pK2 is 5.6. From this, the curve would be expected to have little if any inflection when one hydrogen is neutralized, and a sharp end point when the second hydrogen is neutralized. The curve actually obtained (Figure 9) has an excellent break when one equivalent of base has been added, and only a relatively small break at the second inflection point. There is no visible precipitation at any point in the titration. No explanation is offered at this time, but further study of these effects is planned.
LITERATURE CITED(1) Brass, D. B., Wvld, G. E. A., Anal.