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

Table 6. Sigma constants for various substituents a.

Wt% ETOH ρ Sigma constants
m-CH3 P-CH3 m-NH2 p-NH2 m-OH p-OH m-Cl p-Cl m−NO2** P−NO2**
0 1.00 −0.07 −0.19 −0.61 −0.74 0.14 −0.32 0.37 0.14 0.72 0.78
16.5 1.17 −0.12 −0.31 −0.42 −0.64 −0.05 −0.42
34.4 1.36 −0.04 −0.11 −0.13 −0.55 0.05 −0.30 0.38 1.13 1.04
44.1 1.46 −0.05 −0.11 −0.13 −0.54 0.02 −0.29 0.36 0.30 0.77 0.88
64.8 1.58 −0.10 −0.08 −0.18 −0.60 −0.08 −0.35 0.33 0.27 0.75 0.85
75.9 1.60 −0.09 −0.08 −0.62 −0.08 −0.39 0.34 0.30 0.71 0.81
87.7 1.61 −0.14 −0.11 −0.66 −0.12 −0.47 0.33 0.26 061 0.77
93.7 1.62 0.82 0.90
100* 1.63 −0.14 −0.14 −0.66 −0.13 −0.48 0.34 0.28 0.86 0.96
Averge −0.09 −0.14 −0.29 −0.63 −0.03 −0.38 0.35 0.26 0.80 0.87
Estimated standard deviation 0.04 0.08 0.21 0.06 0.0 0.07 0.02 0,06 0.15 0.09
*

From extrapolated pK values.

**

Undirected pK values using quinhydrone electrode for benzoic acid and substitued benzoic acids.

a

Calculated from Bright and Briscoe [13].