Add time:07/17/2019         Source:sciencedirect.com

Vitamin A esters of fatty acids having electronegative groups in the number 2 position were prepared. Acids, with chlorine or a double bond, were used and the esters were tested for stability against acid and solvolytic action. The results indicate that (a) stability against proton attack, in an anhydrous solvent, varies directly with the Ka of the acid portion, (b) the addition of water to an anhydrous solvent, containing HCl, decreases the rate of formation of anhydrovitamin A, and (c) stability in alcoholic solvents, without an acid catalyst, varies inversely with the Ka. A combined mechanism of vitamin A ester degradation in the presence of mineral acids and hydrolytic solvents is presented.

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