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Fischer H, Gyllenhaal O, Vessman J, et al. Reaction monitoring of aliphatic amines in supercritical carbon dioxide by proton nuclear magnetic resonance spectroscopy and implications for supercritical fluid chromatography. Anal Chem. 2003;75(3):622-6doi: 10.1021/ac020527p.
Fischer, H., Gyllenhaal, O., Vessman, J., & Albert, K. (2003). Reaction monitoring of aliphatic amines in supercritical carbon dioxide by proton nuclear magnetic resonance spectroscopy and implications for supercritical fluid chromatography. Analytical chemistry, 75(3), 622-6. https://doi.org/10.1021/ac020527p
Fischer, Holger, et al. "Reaction monitoring of aliphatic amines in supercritical carbon dioxide by proton nuclear magnetic resonance spectroscopy and implications for supercritical fluid chromatography." Analytical chemistry vol. 75,3 (2003): 622-6. doi: https://doi.org/10.1021/ac020527p
Fischer H, Gyllenhaal O, Vessman J, Albert K. Reaction monitoring of aliphatic amines in supercritical carbon dioxide by proton nuclear magnetic resonance spectroscopy and implications for supercritical fluid chromatography. Anal Chem. 2003 Feb 01;75(3):622-6. doi: 10.1021/ac020527p. PMID: 12585493.
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Anal Chem. 2003 Feb 01;75(3):622-6. doi: 10.1021/ac020527p.

Reaction monitoring of aliphatic amines in supercritical carbon dioxide by proton nuclear magnetic resonance spectroscopy and implications for supercritical fluid chromatography.

Analytical chemistry

Holger Fischer, Olle Gyllenhaal, Jörgen Vessman, Klaus Albert

Affiliations

  1. Institut für Organische Chemie, Universität Tubringen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany.

PMID: 12585493 DOI: 10.1021/ac020527p

Abstract

In the recent years, it has repeatedly been stated that amines react with CO2 and can therefore not be chromatographed under supercritical conditions with CO2. The aim of the present work is to elucidate the structural requirements and conditions that can lead to the reaction of an amine analyte with CO2 and, if this occurs, the structure of the formed product. The use of on-line nuclear magnetic resonance (NMR) spectroscopy with a flow probe for supercritical fluid chromatography (SFC) enables the investigation of these unstable analytes in supercritical mediums. Several alkyl-substituted secondary benzylamines and some primary aromatic amines were dissolved in supercritical CO2 and investigated by employing on-line SFC-1H NMR spectroscopy. It was found that the condition of carbamic acid formation depends on the steric properties of the substituents of the amine. A 2-isopropylamino alcohol compound, metoprolol, was also investigated with the setup. No carbamic acid could be detected with the present conditions.

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