σ-constant

https://doi.org/10.1351/goldbook.C05438
Specifically the substituent constant for meta- and for para-substituents in benzene derivatives as defined by Hammett on the basis of the ionization constant of a substituted benzoic acid in water at 25°C, i.e. log 10 ( K a K a 0 ), where Ka is the ionization constant of a m- or p-substituted benzoic acid and Ka0 that of benzoic acid itself. The term is also used as a collective description for related electronic substituent constants based on other standard reaction series, of which, σ +, σ- and σ 0 are typical; also constants which represent dissected electronic effects such as σ I and σ R. For this purpose it might be better always to spell out the term in full, i.e. as 'Hammett sigma constant', and restrict σ-constants to the scale of substituent constants which is based on benzoic acid. A large positive σ-value implies high electron-withdrawing power by inductive and/or resonance effect, relative to H; a large negative σ-value implies high electron-releasing power relative to H.
See also: Hammett equation, ρ-value, Taft equation
Source:
PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1171 (https://doi.org/10.1351/pac199466051077)