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Acidity constants of benzamide and some Ortho ‐substituted derivatives
Author(s) -
García Begoña,
Casado Rosa M.,
Castillo Julio,
Ibeas Saturnino,
Domingo Inmaculada,
Leal José M.
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610060206
Subject(s) - chemistry , benzamide , protonation , substituent , perchloric acid , acid dissociation constant , amide , acidity function , medicinal chemistry , carboxamide , ionization , stereochemistry , organic chemistry , aqueous solution , ion
Acidity constants of benzamide and seven ortho ‐substituted derivatives were determined. Except for o ‐nitrobenzamide, all the amides exhibit medium effects. The data were treated by vector analysis. o ‐Aminobenzamide displays two protonation equilibria. The second acidity constant was determined by vector analysis and by the excess acidity function, since the acid strength provided by perchloric acid is insufficient for complete protonation. Different acidity functions and the ortho substituent effect on ionization of the amide group are compared.