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Micro vapor‐phase hydrogenation monitored with tanden chromatography‐radioactivity: III. Isomeric monoenes
Author(s) -
Mounts T. L.,
Butterfield R. O.,
Scholfield C. R.,
Dutton H. J.
Publication year - 1970
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/bf02612941
Subject(s) - double bond , chemistry , catalysis , analytical chemistry (journal) , cis–trans isomerism , phase (matter) , vapor phase , volumetric flow rate , raney nickel , organic chemistry , thermodynamics , physics
Micro vapor‐phase hydrogenation and radiotracer techniques have been utilized to investigate the effect of geometric configuration and double bond position on the rate of hydrogenation of octadecenoates. These techniques provide for simultaneously monitoring the time course of vapor‐phase hydrogenation both for an essentially pure monoene isomer by thermal conductivity and for methyl oleate by radioactivity. The two hydrogenations proceed independently but have identical parameters of temperature, flow rate and catalyst activity. The experimental data are plotted, relative reaction rates are calculated and theoretical curves are drawn by a digital computer system with plotter accessory. Experiments with nickel catalysts indicate that rates of reduction are affected by both the position and configuration of the double bond. cis ‐15‐Octadecenoate is reduced 1.4 times faster than its cis ‐9 isomer. Both cis ‐9‐ and ‐12‐octadecenoate are reduced at approximately equal rates. cis ‐9‐Octadecenoate was reduced 1.4 times as fast as the cis ‐6 isomer. Oleate was reduced 1.27 times as fast as elaidate.