Chirospecific analysis of 2-alkyl-branched alcohols, acids, and esters: Chirality evaluation of 2-methylbutanoates from apples and pineapples

Authors

  • Klaus Rettinger,

    1. Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    Search for more papers by this author
  • Volker Karl,

    1. Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    Search for more papers by this author
  • Hans-Georg Schmarr,

    1. Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    Search for more papers by this author
  • Frank Dettmar,

    1. Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    Search for more papers by this author
  • Uwe Hener,

    1. Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    Search for more papers by this author
  • Armin Mosandl

    Corresponding author
    1. Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    • Institut für Lebensmittelchemie, Universität Frankfurt, Robert-Mayer-Str. 7-9, D-6000 Frankfurt am Main, Germany
    Search for more papers by this author

Abstract

Using perethylated β-cyclodextrin as a chiral stationary phase the alcohols 2-methyl-1-butanol (1), -pentanol (2), -hexanol (3) and 2-ethyl-1-hexanol (4), the free carboxylic acids 2-methyl-butanoic (5), -pentanoic (6), -hexanoic (7) and 2-ethylhexanoic (8) as well as the esters methyl and ethyl 2-methylbutanote (9, 10) are resolved into their mirror images without derivatization. Chiral capillary gas chromatography was used to determine the enantiomeric distribution of the 2-methylbutanoates 9 and 10 in pineapples and 15 apple varieties, using extractive and dynamic headspace methods, respectively.

Ancillary