Relative efficiency of free fatty acid butyl esterification choice of catalyst and derivatisation procedure

The conversion efficiency of alkanoic, alkenoic, branched, alicyclic, aromatic, keto-substituted, and dioic carboxylic acids to their corresponding butyl esters was compared under different reaction conditions (time, temperature, catalyst). We show that boron trifluoride is generally a more efficien...

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Bibliographic Details
Published in:Journal of chromatography. A 2008-07, Vol.1198-1199, p.14-20
Main Authors: Hallmann, Christian, van Aarssen, Ben G K, Grice, Kliti
Format: Article
Language:English
Subjects:
Carboxylic Acids - analysis
Carboxylic Acids - chemistry
Catalysis
Esterification
Fatty Acids, Nonesterified - chemistry
Gas Chromatography-Mass Spectrometry
Temperature
Time Factors
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Summary:The conversion efficiency of alkanoic, alkenoic, branched, alicyclic, aromatic, keto-substituted, and dioic carboxylic acids to their corresponding butyl esters was compared under different reaction conditions (time, temperature, catalyst). We show that boron trifluoride is generally a more efficient catalyst than sulphuric acid. However, optimum derivatisation conditions vary strongly for different acids and no single derivatisation protocol can be employed without certain losses. Therefore, care must be taken when the simultaneous quantitative analysis of different types of carboxylic acids in one sample is envisaged. Addition of water-scavenging reagents to the reaction mixture caused the formation of artefacts and selectively decreased reaction yields.
ISSN:0021-9673
DOI:10.1016/j.chroma.2008.05.030