THE HA ACIDITY FUNCTION AND THE MECHANISM OF AMIDE HYDROLYSIS IN HYDROCHLORIC ACID
- 1 August 1965
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 43 (8) , 2328-2335
- https://doi.org/10.1139/v65-314
Abstract
Values of the HA acidity function have been determined for 0–35% hydrochloric acid using a set of amide indicators. The indicator pK values agree with those previously obtained in sulfuric acid. The HA scale decreases less steeply than H0 in the high concentration region, but the difference between the two functions is less marked than in sulfuric acid. The reasons for this are discussed. The values of HA have been combined with available rate and water activity data to obtain information about the mechanism of amide hydrolysis. Eleven sets of rate data, consisting of 64 rate constants obtained under a variety of experimental conditions, give similar hydration parameters for this reaction. The temperature dependence of hydration parameters is discussed.Keywords
This publication has 15 references indexed in Scilit:
- THE IONIZATION BEHAVIOR OF AMIDES IN CONCENTRATED SULFURIC ACIDS: II. APPLICATIONS OF THE HA FUNCTION TO RATES AND EQUILIBRIACanadian Journal of Chemistry, 1965
- A Redetermination and Extension of the H0 Scale of Acidity in Aqueous Perchloric AcidJournal of the American Chemical Society, 1964
- THE IONIZATION BEHAVIOR OF AMIDES IN CONCENTRATED SULPHURIC ACIDS: I. A NEW ACIDITY FUNCTION BASED ON A SET OF PRIMARY AMIDE INDICATORSCanadian Journal of Chemistry, 1964
- A Critical Re-evaluation of the Hammett Acidity Function at Moderate and High Acid Concentrations of Sulfuric Acid. New H0 Values Based Solely on a Set of Primary Aniline IndicatorsJournal of the American Chemical Society, 1963
- Kinetics of Reactions in Moderately Concentrated Aqueous Acids. I. Classification of Reactions1,2Journal of the American Chemical Society, 1961
- Stereoelectronic Effects on Organic Bases. II.1 Base Strengths of the Phenolic Ethers2Journal of the American Chemical Society, 1960
- A chemical hydration treatment of concentrated acid solutionsDiscussions of the Faraday Society, 1957
- Carbonium Ions. I. An Acidity Function (C0) Derived from Arylcarbonium Ion Equilibria1Journal of the American Chemical Society, 1955
- The Vapor Pressures and Activity Coefficients of Aqueous Solutions of Perchloric Acid at 25°1Journal of the American Chemical Society, 1933
- THE CALOMEL AND SILVER CHLORIDE ELECTRODES IN ACID AND NEUTRAL SOLUTIONS. THE ACTIVITY COEFFICIENT OF AQUEOUS HYDROCHLORIC ACID AND THE SINGLE POTENTIAL OF THE DECI-MOLAL CALOMEL ELECTRODEJournal of the American Chemical Society, 1928