The Effects of Substituents on the pKα, Values of "meta"-Substituted 1- and 2-Naphthols
- 1 January 1963
- journal article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 16 (3) , 401-410
- https://doi.org/10.1071/ch9630401
Abstract
PKa values (H2O at 25�C) have been measured for 3-substituted 1-naphthols and 4-substituted 2-naphthols and the results show that the behaviour of these compounds is similar to that of the equivalent naphthylamines. ΔpKa values satisfy equations of the type: ΔpKa = ρIσI + ρRσR, where σI and σR are inductive and mesomeric constants applying to meta-substituents. Reaction constants ρI and ρM are interpreted in terms of the energy terms involved and can be correlated with the a-electron distributions in the molecular species concerned.Keywords
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