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. 1967 Sep-Oct;71A(5):379–384. doi: 10.6028/jres.071A.043

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. S/nb pKcor.c n pKapp. S/n pKcor. n pKapp. S/n pKcor. n pKapp. S/n pKcor. n pKapp. S/n 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
a

n = number of runs.

b

Standard error of the mean = Sn.

Estimated standard deviation = nx2(x)2n(n1).

c

pKcor. is corrected for liquid junction potential and the medium effect for hydrogen ion; pKcor. = pKapp. – δ.