ASSIGNMENT OF C-13 NUCLEAR-MAGNETIC-RESONANCE SIGNALS IN FATTY COMPOUNDS WITH ALLYLIC HYDROXY-GROUPS

C-13 Nuclear magnetic resonance (NMR) signals in several fatty compoun ds with allylic mono- and dihydroxy groups were assigned by comparing compounds with and without other functional groups (allylic hydroxy, c arboxylic acid, respectively, methyl ester at C-1). The simple C-13 NM R spectra of hydroxylated compounds derived from symmetrical alkenes a re particularly useful in making assignments. The compounds whose sign als were partially assigned are 8-hydroxy-9(E)-octadecenoic acid, 11-h ydroxy-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 evalua tion can be used for assigning signals in other fatty compounds.