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Homogeneous catalytic hydrogenation of unsaturated fats: Cobalt carbonyl
Author(s) -
Frankel E. N.,
Jones E. P.,
Davison V. L.,
Emken E.,
Dutton H. J.
Publication year - 1965
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/bf02545048
Subject(s) - linolenate , catalysis , chemistry , isomerization , cobalt , double bond , homogeneous , conjugated system , organic chemistry , medicinal chemistry , carbonyl group , homogeneous catalysis , fatty acid , physics , thermodynamics , polymer
Homogeneous hydrogenation of unsaturated fats by cobalt carbonyl has been compared with the previously reported catalysis by iron carbonyl. Soybean methyl esters, methyl linoleate and linolenate have been hydrogenated at 75舑180C, 250舑3,000 psi H 2 and 0.02 molar concn of catalyst. The cobalt carbonyl catalyst is more active at lower temp than iron carbonyl. The partially reduced products are similar to those observed with iron carbonyl, but the reaction differs in showing much less accumulation of conjugated dienes, no selectivity toward linolenate, almost complete absence of monoene hydrogenation to saturates, less double bond migration and more trans isomerization. No evidence was found for a stable complex between cobalt carbonyl and unsaturated fats as previously observed with iron carbonyl. The rates of hydrogenation/double bond were the same for linoleate and linolenate on one hand, and for alkali‐conjugated linoleate and nonconjugated linoleate on the other.