(Solution) - Gadoleic acid C20H38O2 a fatty acid that can be isolated -(2025 Original AI-Free Solution)

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Gadoleic acid (C20H38O2), a fatty acid that can be isolated from cod-liver oil, can be cleaved by hydroxylation and subsequent treatment with periodic acid to CH3(CH2)9CHO and OHC(CH2)7CO2H.
(a) What two stereoisomeric structures are possible for gadoleic acid?
(b) What spectroscopic technique would make possible a decision as to the actual structure of gadoleic acid?
(c) What peaks would you look for?