Reactions of conjugated fatty acids. III. Kinetics of the Diels-Alder reaction
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- Gast, L.E., Bell, E.W. & Teeter, H.M. J Am Oil Chem Soc (1956) 33: 278. doi:10.1007/BF02630861
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The kinetics of a Diels-Alder-type reaction between diethylazodicarboxylate andt,t-9,11-octadecadienoic acid has been studied in various solvent systems and with acidic catalysts. The rate of the reaction was found to vary as follows: a) the reaction rate is faster in polar solvents than in nonpolar solvents; b) addition of acidic catalysts to nonpolar solvents increases the rate of the reaction, and acidic catalysts appear to have no effect on the rate of reaction in polar solvents; c) when compatibility can be maintained, addition of water to polar solvent systems appears to increase the reaction rate in proportion to the amount of water added.
The reaction follows second-order or pseudo second-order kinetics. Probably it is more complex than the over-all reaction kinetics indicate. Certain reactions were studied at two temperatures, and information on activation energy of the reaction has been obtained.