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Competitive hydrogenation rates of isomeric methyl octadecenoates
Author(s) -
Scholfield C. R.,
Mounts T. L.,
Butterfield R. O.,
Dutton H. J.
Publication year - 1971
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/bf02883760
Subject(s) - chemistry , palladium , platinum , atmospheric pressure , cis–trans isomerism , medicinal chemistry , catalysis , analytical chemistry (journal) , organic chemistry , oceanography , geology
Hydrogenation rates of isomeric methyl octadecenoates were compared by reducing mixtures containing a small weight of one radioactively labeled isomer and a much larger weight of another unlabeled isomer. As hydrogenation proceeded, samples were removed for analysis by a gas chromatograph, coupled with an ionization chamber so that mass peaks measured reduction of the unlabeled isomer and radioactive peaks of the labeled isomer. The ratio of hydrogenation rates best fitting these data was calculated with a digital computer. Reductions were made at atmospheric pressure generally with either nickel at 140C or platinum at 50C. A few were made with palladium at 50C. Methyl oleate hydrogenated more rapidly than methyl elaidate and the cis ‐15‐isomer more rapidly than oleate. Other variations among the positional cis isomers investigated were small.

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