Most of the pKa values given in this text were determined in water. How would the pKa values of carboxylic acids, alcohols, ammonium ions (RNH32)  , phenol, and an anilinium ion (C6H5NH32) change if they were determined in a solvent less polar than water?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.4: Substituent Effects On Acidity
Problem 7P: Dicarboxylic acids have two dissociation constants, one for the initial dissociation into a...
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Most of the pKa values given in this text were determined in water. How would the pKa values of carboxylic acids, alcohols, ammonium ions (RNH32)  , phenol, and an anilinium ion (C6H5NH32) change if they were determined in a solvent less polar than water?

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The strength of a chemical substance acidity is determined by its pKa value. It is actually the negative logarithm of acid dissociation constant value. Any substance dissociation is based on the type of solvent used. The general phenomenon is like dissolves like that is polar substances gets dissociated well in polar solvent and the non polar substance gets dissociated in non polar solvent.

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