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

✍ Scribed by A. J. Hoefnagel; B. M. Wepster

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 607 KB
Volume: 109
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19901090902

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✦ Synopsis

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 axial, for cyclohexaneacetic acids, β‐tert‐butylpropionic acid, γ‐tert‐butylbutyric acid, and trans‐2‐(trimethylsilyl)cyclohexanecarboxylic acid. Substituent effects from the 2 and α positions usually show the presence of additional factors.

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