THE pKa OF PROTONATED α,β-UNSATURATED CARBOXYLIC ACIDS
- 1 April 1964
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 42 (4) , 724-730
- https://doi.org/10.1139/v64-111
Abstract
The pKa of three, protonated α,β-unsaturated carboxylic acids have been determined from their ultraviolet absorption curves by using several of the well-known empirical methods. A detailed study of the absorption curves has been attempted in order to learn more about the "solvent effect" inherent in this spectral method of calculating pKa values. Methyl substitution at the β-carbon of the acid results in large differences in the calculated pKa.Keywords
This publication has 11 references indexed in Scilit:
- IONIZATION OF ORGANIC COMPOUNDS: III. BASICITIES OF PROPIONIC ACID AND PROPIONAMIDECanadian Journal of Chemistry, 1962
- THE BASICITIES OF ORTHO-SUBSTITUTED BENZOIC ACIDSCanadian Journal of Chemistry, 1961
- Stereoelectronic Effects on Organic Bases. II.1 Base Strengths of the Phenolic Ethers2Journal of the American Chemical Society, 1960
- The Position of Protonation of the Carboxyl Group1Journal of the American Chemical Society, 1960
- Basicity of the Amide Bond1,2Journal of the American Chemical Society, 1955
- Solvent Effects in Organic Spectra: Dipole Forces and the Franck–Condon PrincipleThe Journal of Physical Chemistry, 1954
- Basic Dissociation Constants of Some Substituted Flavones1Journal of the American Chemical Society, 1954
- Spectral Anomalies Produced by the Overlapping of Absorption BandsApplied Spectroscopy, 1953
- The Ultraviolet Absorption Spectra of Acrylic Acids and EstersJournal of the American Chemical Society, 1951
- The Determination of Ionization by Ultraviolet Spectrophotometry: Its Validity and its Application to the Measurement of the Strength of Very Weak Bases1Journal of the American Chemical Society, 1935