A study was made of the epoxidation of octadecenoic acids with peroxybenzoic acid in benzene. Activation energies, frequency factors, enthalpies of activation, entropies of activation, and free energies of activation were obtained for the following fatty acids: cis-9-octadecenoic acid (oleic), trans-9-octadecenoic acid (elaidic), 12-hydroxy-cis-9-octadecenoic acid (ricinoleic), 12-hydroxy-trans-9-octadecenoic acid (ricinelaidic), cis-11-octadecenoic acid (vaccenic), and cis-6-octadecenoic acid (petroselinic). It was observed that the reaction rate was adversely affected by the proximity of the carboxyl group, that is, the closer the carboxyl to the reaction site the lower the rate.
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