Table 1. pK Values of substituted benzoic acids in aqueous ethanol solution.
Temperature = 25.0 ± 0.2 °C.
| Substituent | Weight percent ethanol in solution | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 0.0 | 12.2 | 25.2 | 44.1 | 64.8 | ||||||||||||||||
| na | pKapp. | b | pKcor.c | n | pKapp. | pKcor. | n | pKapp. | pKcor. | n | pKapp. | pKcor. | n | pKapp. | pKcor. | |||||
| Hydrogen | 17 | 4.210 | 0.002 | 4.210 | 14 | 4.444 | 0.002 | 4.46 | 16 | 4.918 | 0.003 | 4.89 | 8 | 5.692 | 0.004 | 5.55 | 15 | 6.424 | 0.012 | 6.21 |
| m-Allyl | 9 | 4.266 | .004 | 4.266 | 8 | 4.514 | .007 | 4.53 | 4 | 5.035 | .010 | 5.01 | 5 | 5.808 | .003 | 5.66 | 4 | 6.532 | .009 | 6.32 |
| p-Allyl | 9 | 4.326 | .004 | 4.326 | 8 | 4.563 | .003 | 4.58 | 5 | 5.061 | .007 | 5.04 | 3 | 5.811 | .003 | 5.67 | 3 | 6.537 | .013 | 6.32 |
| m-Propenyl | 5 | 4.248 | .006 | 4.248 | 7 | 4.485 | .007 | 4.50 | 4 | 4.972 | .001 | 4.95 | 7 | 5.763 | .008 | 5.62 | 2 | 6.478 | .008 | 6.26 |
| p-Propenyl | 4 | 4.487 | .003 | 4.487 | 3 | 4.785 | .039 | 4.80 | 4 | 5.154 | .016 | 5.13 | 2 | 5.854 | .014 | 5.71 | 6 | 6.614 | .028 | 6.40 |
n = number of runs.
Standard error of the mean =
Estimated standard deviation =
pKcor. is corrected for liquid junction potential and the medium effect for hydrogen ion; pKcor. = pKapp. – δ.