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A novel method for quantitative analysis of acetylacetone and ethyl acetoacetate by fluorine‐19 nuclear magnetic spectroscopy
Author(s) -
Zhou Lulin,
Li Cheng,
Weng Xinchu
Publication year - 2016
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.4369
Subject(s) - acetylacetone , ethyl acetoacetate , chemistry , enol , proton nmr , diketone , nuclear magnetic resonance spectroscopy , organic chemistry , catalysis
A new method utilization of NMR spectra was developed for structural and quantitative analysis of enol forms of acetylacetone and ethyl acetoacetate. Acetylacetone and ethyl acetoacetate were determined by 19 F NMR upon derivatisation with р ‐fluorobenzoyl chloride. The base‐catalyzed derivatives of acetylacetone and ethyl acetoacetate reaction with р ‐fluorobenzoyl chloride were analyzed by 1 H and 13 C NMR spectroscopies. E and Z configurations of acetylacetone and ethyl acetoacetate were separated and purified by thin layer chromatography. In addition, the ability of 19 F NMR for quantitative analysis of acetylacetone by integration of the appropriate signals of the derivatives were tested and compared. The results further testified the enol forms of acetylacetone and ethyl acetoacetate and the feasibility of 19 F NMR method. This method can be potentially used to characterize E and Z isomers and quantitatively analyze E/Z ratio of β‐diketone and β‐ketoester homologues. Copyright © 2015 John Wiley & Sons, Ltd.