Synthesis of short-chain hydroxyaldehydes and their 2,4-dinitrophenylhydrazone derivatives, and separation of their isomers by high-performance liquid chromatography

Jasmin Frey; Fabian Schneider; Bernhard Schink; Thomas Huhn

doi:10.1016/j.chroma.2017.11.046

Synthesis of short-chain hydroxyaldehydes and their 2,4-dinitrophenylhydrazone derivatives, and separation of their isomers by high-performance liquid chromatography

J Chromatogr A. 2018 Jan 5:1531:143-150. doi: 10.1016/j.chroma.2017.11.046. Epub 2017 Nov 21.

Authors

Jasmin Frey¹, Fabian Schneider², Bernhard Schink³, Thomas Huhn²

Affiliations

¹ Department of Biology, University of Konstanz, D-78457 Konstanz, Germany. Electronic address: Jasmin.Frey@uni-konstanz.de.
² Department of Chemistry, University of Konstanz, D-78457 Konstanz, Germany.
³ Department of Biology, University of Konstanz, D-78457 Konstanz, Germany.

PMID: 29174570
DOI: 10.1016/j.chroma.2017.11.046

Abstract

An easy to handle high-performance liquid chromatography (HPLC) method for the separation of structural isomers of short-chain aldehydes as their hydrazones is presented. Some aldehydes were not available as reference compounds, therefore, synthesis routes for these hydroxy-aldehydes and their dinitrophenylhydrazone derivatives are reported. The reported method has a detection limit of 2.4-16.1μg/L for the hydrazones and shows good linearity and reproducibility for various tested aldehydes.

Keywords: Aldehyde DNPH derivatives; Brady’s reagent; HPLC method; Hydroxy(iso)butyraldehyde separation; Synthesis.

MeSH terms

Aldehydes / chemical synthesis
Aldehydes / chemistry*
Aldehydes / isolation & purification
Chromatography, High Pressure Liquid*
Hydrazones / chemical synthesis
Hydrazones / chemistry*
Hydrazones / isolation & purification
Isomerism

Substances

2,4-dinitrophenylhydrazone
Aldehydes
Hydrazones