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Assignment of13C nuclear magnetic resonance signals in fatty compounds with allylic hydroxy groups
Authors:G Knothe  M O Bagby
Affiliation:(1) NCAUR, ARS, USDA, 61604 Peoria, Illinois;(2) NACAUR, 1815 N. University St., 61604 Peoria, IL
Abstract:13C 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 C1). The simple13C 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.
Keywords:Allylic hydroxy groups  carbon nuclear magnetic resonance  2(E)-ene-1  4-diols  methylene envelope  symmetrical compounds
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