1967
DOI: 10.1007/bf02679241
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Synthesis ofcis 9, 15‐, 8, 15‐, and 7, 15‐octadecadienoic acid

Abstract: In connection with the study of autoxidation of some iso-linoleic acids, the 9, 15-, 8,15-, and 7,15-octadecadienoie acids have been synthesized by partial hydrogenation of the corresponding diynoie acids. These aeids were prepared by coupling o)-iodo-3-alkynes with ~-chloro-l-alkynes by means of sodium amide in liquid ammonia to form ,o-ehlorohexadi3nles, followed by condensation of the corresponding iodine compounds with sodium malonic ester.

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Cited by 14 publications
(2 citation statements)
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“…It is also found in partially hydrogenated oils, animal fats and buttermilk at concentrations similar to that of the high oleic soybean oil (De Werner et al 1992). One the oxidation products of 9,15 octadecanoic acid, the aldehyde 6-nonenal, is extremely sensory active (Stroink and Sparreboom 1967). This is particularly true of its tram isomer, possibly because this aldehyde is a mammalian pheromone (Smith et al 1984).…”
Section: Commercialization Of High Stability Cooking Oils From Transgmentioning
confidence: 99%
“…It is also found in partially hydrogenated oils, animal fats and buttermilk at concentrations similar to that of the high oleic soybean oil (De Werner et al 1992). One the oxidation products of 9,15 octadecanoic acid, the aldehyde 6-nonenal, is extremely sensory active (Stroink and Sparreboom 1967). This is particularly true of its tram isomer, possibly because this aldehyde is a mammalian pheromone (Smith et al 1984).…”
Section: Commercialization Of High Stability Cooking Oils From Transgmentioning
confidence: 99%
“…When there is one triple bond, or the triple bonds are well separated in the molecule, the problem is much simpler. Stroink and Sparreboom (11), using Lindlar's catalyst, were very successful in the selective hydrogenation of 7,15-, 8,15-, and 9,15-octadecadiynoic acids.…”
Section: Discussionmentioning
confidence: 99%