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Assignment of 13 C nuclear magnetic resonance signals in fatty compounds with allylic hydroxy groups
Author(s) -
Knothe G.,
Bagby M. O.
Publication year - 1996
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/bf02518124
Subject(s) - allylic rearrangement , chemistry , diol , fatty acid , stereochemistry , nuclear magnetic resonance , organic chemistry , catalysis , physics
13 C Nuclear magnetic resonance (NMR) signals in several fatty compounds with allylic mono‐ and dihydroxy groups were assigned by comparing compounds with and without other functional groups (allylic hydroxy, carboxylic acid, respectively, methyl ester at C 1 ). The simple 13 C NMR spectra of hydroxylated compounds derived from symmetrical alkenes are particularly useful in making assignments. The compounds whose signals were partially assigned are 8‐hydroxy‐9( E )‐octadecenoic acid, 11‐hydroxy‐9( E )‐octadecenoic acid, 8, 11‐dihydroxy‐9( E )‐octadecenoic acid, 9( E )‐octadecen‐8‐ol, and 9( E )‐octadecene‐8, 11‐diol. The present evaluation can be used for assigning signals in other fatty compounds.