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Reactions of conjugated fatty acids. III. Kinetics of the Diels‐Alder reaction
Author(s) -
Gast L. E.,
Bell E. W.,
Teeter H. M.
Publication year - 1956
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02630861
Subject(s) - chemistry , catalysis , kinetics , solvent , reaction rate , order of reaction , chemical kinetics , activation energy , polar , organic chemistry , photochemistry , inorganic chemistry , reaction rate constant , physics , quantum mechanics , astronomy
Summary The kinetics of a Diels‐Alder‐type reaction between diethylazodicarboxylate and t,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.