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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Effects of Substituents on the pKα, Values of "meta"-Substituted 1- and 2-Naphthols

A Bryson and RW Matthews

Australian Journal of Chemistry 16(3) 401 - 410
Published: 1963

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.

https://doi.org/10.1071/CH9630401

© CSIRO 1963

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