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Chirospecific analysis of 2‐alkyl‐branched alcohols, acids, and esters: Chirality evaluation of 2‐methylbutanoates from apples and pineapples
Author(s) -
Rettinger Klaus,
Karl Volker,
Schmarr HansGeorg,
Dettmar Frank,
Hener Uwe,
Mosandl Armin
Publication year - 1991
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.2800020408
Subject(s) - chemistry , derivatization , hexanol , hexanoic acid , enantiomer , alkyl , organic chemistry , chromatography , chirality (physics) , alcohol , high performance liquid chromatography , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark
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.