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Methyl punicate, Alpha and Beta eleostearate. Cis, trans isomerism and structure
Author(s) -
Tolberg W. E.,
Paschke R. F.,
Wheeler D. H.
Publication year - 1961
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/bf02633910
Subject(s) - isomerization , cis–trans isomerism , beta (programming language) , chemistry , double bond , stereochemistry , alpha (finance) , organic chemistry , catalysis , mathematics , construct validity , statistics , computer science , programming language , psychometrics
Methyl esters of beta eleostearic, alpha eleostearic, and punicic acids have been isomerized with iodine and light to the same equilibrium mixture of 64% beta , 33% alpha , and 2.6% punicate structures. The course of isomerization is in agreement with the following structures: trans, trans, trans for beta; cis, trans, trans for alpha ; and cis, trans, cis for punicate, in agreement with structures proven via synthesis by Crombie and Jackson. There is some theoretical and experimental evidence that the center double bond of this type of conjugated triene isomerizes less readily than the outer double bonds.