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Alkaline isomerization of methyl crepenynate
Author(s) -
Mikolajczak K. L.,
Bagby M. O.,
Wolff I. A.
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/bf02541139
Subject(s) - potassium hydroxide , isomerization , chemistry , ethylene glycol , yield (engineering) , conjugated system , base (topology) , enyne , ethylene , medicinal chemistry , organic chemistry , catalysis , materials science , mathematics , polymer , mathematical analysis , metallurgy
Methyl crepenynate (methyl‐ cis ‐9‐octadecen‐12‐ynoate) is readily isomerized by potassium hydroxide in ethylene glycol to an 8,10,12‐octadecatrienoic acid in good yield. A reaction carried out at 120C for 1 hr in 10% base is sufficient to convert the nonconjugated enyne system completely to conjugated triene systems.