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Gas‐liquid chromatography of the positional isomers of methyl nonynoate
Author(s) -
Anderson Robert E.,
Rakoff Henry
Publication year - 1965
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02636920
Subject(s) - structural isomer , elution , chemistry , diethylene glycol , polar , chromatography , molecule , phase (matter) , gas chromatography , methyl group , stereochemistry , organic chemistry , ethylene glycol , group (periodic table) , physics , astronomy
A mixture of all the positional isomers of methyl nonynoate is poorly resolved by gasliquid chromatography on packed polar (diethylene glycol succinate) and packed nonpolar (Apiezon L) columns. Better resolution is obtained on capillary columns, with the polar liquid phase giving baseline separations between all the isomers except 9:T4 and 9:T5. The nonynoic esters are eluted later than methyl nonanoate on either liquid phase. The isomers with the triple bond near the center of the molecule come off first, and the elution time increases as the triple bond moves toward either end of the chain. Methyl 8‐nonynoate, the only isomer with a terminal triple bond, does not follow this pattern.