Problem

Steahdonic acid (C18H28O2) is an unsaturated fatty acid obtained from oils isolated from h...

Steahdonic acid (C18H28O2) is an unsaturated fatty acid obtained from oils isolated from hemp and blackcurrant (see also Problem 10.12).

a. What fatty acid is formed when stearidonic acid is hydrogenated with excess H2 and a Pd catalyst?


b. What fatty acids are formed when stearidonic acid is hydrogenated with one equivalent of H2 and an Pd catalyst?


c. Draw the structure of a possible product formed when stearidonic acid is hydrogenated with one equivalent of H2 and a Pd catalyst, and one double bond is isomerized to a trans isomer.


d. How do the melting points of the following fatty acids compare: stearidonic acid; one of the products formed in part (b); the product drawn in part (c)?

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