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 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.
Department of Applied Chemistry, Curtin University of Technology, GPO Box U1987, Perth, Western Australia 6845, Australia. C.Hallmann@curtin.edu.au
Christian
C
Hallmann
Ben G K
BG
van Aarssen
Kliti
K
Grice
D002264:Carboxylic Acids / Q000032:analysis / Q000737:chemistry; D002384:Catalysis; D004951:Esterification; D005230:Fatty Acids, Nonesterified / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D013696:Temperature; D013997:Time Factors
D002264:Carboxylic Acids; D005230:Fatty Acids, Nonesterified