Add time:09/10/2019         Source:sciencedirect.com

New light is shed on results published by Scelfo, Pirone, and Russo in “Thermodynamics of cis,cis-muconic acid solubility in various polar solvents at low temperature range”. We show that under the conditions described in their article, cis,cis-muconic acid isomerizes to cis,trans-muconic acid within minutes. This isomerization can be easily overlooked as both isomers present similar retention times during liquid chromatography analysis. Yet, the consequences are significant as the cis,trans isomer is five times more soluble at room temperature under acidic conditions than cis,cis-muconic acid. pH should also be measured and taken into account as this parameter dramatically influences the species in solution, hence the solubility limit.

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