Solubility of hydrogen halides in organic compounds containing oxygen. I. Solubility of hydrogen chloride in alcohols, carboxylic acids and esters

Abstract

Abstract The solubility of hydrogen chloride, as moles per mole of compound, in series of alcohols, carboxylic acids and their esters appears to be determined mainly by electron density (basic strength) of the significant oxygen atom. Change in solubility with change in substituents follows the expected change in basic strength. Alkyl substituents increase solubility, whereas substitution by chlorine causes a more pronounced decrease. The solubility in a carboxylic acid is much lower than in the corresponding alcohol; but compensation is gained by replacing the acidic hydrogen atom to form an ester. Values for different temperatures are given and from these, linear plots of solubility‐reciprocal of the absolute temperature are obtained.