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Structural Analysis of Partial and Total Esters of Glycerol Undecenoate and Diglycerol Undecenoate

Nyame Mendendy Boussambe, Gildas and Valentin, Romain and Mouloungui, Zéphirin Structural Analysis of Partial and Total Esters of Glycerol Undecenoate and Diglycerol Undecenoate. (2015) Journal of the American Oil Chemists' Society, 92 (11-12). 1567-1577. ISSN 0003-021X

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Official URL: https://doi.org/10.1007/s11746-015-2725-1

Abstract

The direct esterification reaction between glycerol and undecylenic acid or between diglycerol and undecylenic acid generates all the possible types of glycerol or diglycerol esters. Purification by silica gel chromatography resulted in the isolation of each of these types of ester in a pure form. The molecular structures of the compounds isolated were characterized and identified by mass spectrometry, 1H NMR, 13C NMR and DEPT‐135. We then studied the composition of esters of undecylenic acid formed with glycerol or diglycerol as a function of their reaction conditions, which constitute a highly complex system. We purified undecylenic acid esters from each polyol family to allow the structural identification of each ester of glycerol and each ester of diglycerol with undecylenic acid. We found that the polarity of these non‐ionic amphiphilic esters directly affected their affinity for organic and inorganic solvents and that these esters behaved very differently from anionic amphiphilic molecules, such as undecylenic acid.

Item Type:Article
HAL Id:hal-02527568
Audience (journal):International peer-reviewed journal
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Institution:Université de Toulouse > Institut National Polytechnique de Toulouse - Toulouse INP (FRANCE)
French research institutions > Institut National de la Recherche Agronomique - INRA (FRANCE)
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Deposited On:01 Apr 2020 09:45

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