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Isomerization during hydrogenation. II. Methyl cis‐10, cis‐12‐octadecadienoate
Author(s) -
Allen R. R.
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/bf02639333
Subject(s) - isomerization , chemistry , conjugated system , cis–trans isomerism , ultraviolet , infrared , medicinal chemistry , absorption (acoustics) , photochemistry , organic chemistry , catalysis , materials science , polymer , physics , optoelectronics , composite material , optics
Summary Methyl cis ‐10, cis ‐12‐octadecadienoate was prepared and found to have an ultraviolet absorption peak at 235 mµ, α=95. The infrared spectrum revealed no diagnostic peaks for the cis,cis conjugated system. The hydrogenation of the ester showed that when one mole of hydrogen was added, 1–2, 1–4, and 3–4 addition took place with equal ease to produce an equimolar mixture of cis ‐10‐, trans ‐11‐, and cis ‐12‐octadecenoates. An explanation of the reaction is offered on the basis of the structure of the diene system.