Construction of Chemical Libraries of Volatile Compounds by Combinatorial Synthesis of Homologous Mixtures: Alk-4-en-1-ols, Alk-4-enals and Methyl Alk-4-enoates

Chem Biodivers. 2023 Feb;20(2):e202200817. doi: 10.1002/cbdv.202200817. Epub 2023 Jan 19.

Abstract

A compound library of sixty six linear compounds, eleven representatives of six molecular families: (E)- and (Z)-isomers of alk-4-en-1-ols, alk-4-enals, and methyl alk-4-enoates, was prepared by combinatorial syntheses to allow the creation of a mass spectral database directly usable for their identification in GC/MS analyses. We demonstrate here that compound libraries can be prepared by combinatorial syntheses using long linear synthetic sequences, i. e., eight step in the case of 4-enals. The resulting mixtures of homologues are still perfectly exploitable to deliver the requested information such as clean mass spectra and good gas chromatographic retention indices.

Keywords: alk-4-en-1-ols; alk-4-enals; combinatorial synthesis; homologous series; methyl alk-4-enoates.

MeSH terms

  • Chromatography, Gas
  • Gas Chromatography-Mass Spectrometry / methods
  • Humans
  • Isomerism
  • Mass Spectrometry
  • Small Molecule Libraries*

Substances

  • Small Molecule Libraries