Premium
Partial reduction of ॅ‐Eleostearic acid with hydrazine
Author(s) -
Mikolajczak K. L.,
Bagby M. O.
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/bf02558252
Subject(s) - conjugated system , double bond , hydrazine (antidepressant) , chemistry , cis–trans isomerism , diene , stearic acid , birch reduction , medicinal chemistry , stereochemistry , organic chemistry , chromatography , polymer , natural rubber
The following products are formed during partial reduction of ॅ‐eleostearic acid with hydrazine: cis,trans ‐9,11‐octadecadienoic and trans,trans ‐11,13‐octadecadienoic acids; cis ‐9‐, trans ‐11‐ and trans ‐13‐octadecenoic acids; and stearic acid. The double bonds are reduced individually in the conjugated triene and also in the conjugated dienes that are formed. However, the reduction is selective since the trans ‐11 double bonds in the conjugated triene is reduced only slightly to yield the isolated 9,13‐diene. The trans double bond of the cis,trans conjugated diene reduces at a faster rate than the cis bond. No differences were observed in the rate of reduction of the cis ‐9 and trans ‐13 bonds in the triene or of the bonds in the trans,trans conjugated diene.