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Substituent effects. 14. Anomalous dissociation constants in water-organic solvent mixtures: Benzylammonium ions and related systems

✍ Scribed by A. J. Hoefnagel; R. H. de Vos; B. M. Wepster

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 580 KB
Volume: 111
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19921110103

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✦ Synopsis

Abstract

Thermodynamic dissociation constants in various water‐organic solvent mixtures are given for benzylammonium, benzyldialkylammonium, and (2‐phenylethyl)ammonium ions. Deviations from the Hammett equation (Eqn. 1) are similar to those observed for carboxylic acids, but of opposite sign. The extended Hammett equation (Eqn. 3), containing the hydrophobic constant, π, yields good correlations. Derived secondary normal sigma values are exemplified.

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Substituent effects. 13. Anomalous dissociation constants in water-organic solvent mixtures: Alicyclic and aliphatic carboxylic acids

✍ A. J. Hoefnagel; B. M. Wepster 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 607 KB

## Abstract The effects on p__K__ of 3‐, 4‐, and 3,5‐(di)alkyl groups in all‐equatorial cyclohexane‐carboxylic acids are examined in detail. They show quantitatively the same anomalies as in the benzoic acids. Similar characteristics have been found for cyclohexanecarboxylic acids with carboxyl axi