Snakeplisken
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linoleic acid and alpha linoleic acid
Hello everyone , i'm new here i hope we'll be good friends , i have a question about linoleic acid and alpha linoleic acid : do you know any link who
talk about the chemical synthesis of these two acids ? or do you know yourself how to obtain synthetic linoleic and alpha linoleic acid ? very
detailed please , thanks a lot for your patience ..
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Arrhenius
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Commercial reference material of these two octadecanoids is obtained by isolation from plant oils. Given that they are both highly abundant in
several oils, I don't see that synthesis is a viable route to obtaining them. For one, the two unsaturations are cis, complicating the synthesis.
There is one company I used to purchase oxylipins and various fatty acid derivatives from.. the name has slipped my mind.. I'll take a look.
[Edited on 30-8-2008 by Arrhenius]
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Arrhenius
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Cayman Chemical:
Linoleic Acid
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Ritter
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| Quote: | Originally posted by Snakeplisken
Hello everyone , i'm new here i hope we'll be good friends , i have a question about linoleic acid and alpha linoleic acid : do you know any link who
talk about the chemical synthesis of these two acids ? or do you know yourself how to obtain synthetic linoleic and alpha linoleic acid ? very
detailed please , thanks a lot for your patience .. |
Since you have a computer connected to the Internet, a good place to start answering questions such as this is to use Google to find a basic review
page such as the Wiki article on lineolic acid (which also contains a link to alpha-linolenic acid. See http://en.wikipedia.org/wiki/Linoleic_acid.
Both compounds could be made synthetically but are derived from natural products called oils.
Ritter
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\"The production of too many useful things results in too many useless people.\"
Karl Marx
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Snakeplisken
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Hello Arrhenius and Ritter thanks a lot for your help , yes that's true Arrhenius , it's certain that the chemical synthesis is not a viable route to
obtain them , in fact i'm very curious because it look very difficult to obtain them chemically . Like you said Ritter the web is very helpfull , but
they talk only about isolation from oils there is no trace of chemical synthesis of these two acids on the net 
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stoichiometric_steve
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Tomorrow, someone will turn up and ask for a total synthesis of Amylopectine.
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Snakeplisken
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and i'll be very happy to help him if i can stoichiometric_steve like everyone , we help each other that's why this forum is very interressant
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Ritter
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| Quote: | Originally posted by Snakeplisken
Hello Arrhenius and Ritter thanks a lot for your help , yes that's true Arrhenius , it's certain that the chemical synthesis is not a viable route to
obtain them , in fact i'm very curious because it look very difficult to obtain them chemically . Like you said Ritter the web is very helpfull , but
they talk only about isolation from oils there is no trace of chemical synthesis of these two acids on the net |
Believe me, you don't wsant to get into the multi-step detail involved in the synthesis of this type of lipid. Typically you have the formation of
terminal alkynes, then Grignard reactions, then catalytic hydrogenations over Lindlar catalyst to get the cis-isomer alkenes. The only way to get to
certain pheromones but not the way to get to these naturally-occurring fatty acids.
Ritter
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\"The production of too many useful things results in too many useless people.\"
Karl Marx
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Snakeplisken
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ok thanks Ritter but remember that vitamin B12 for example was extremely difficult to obtain too ( 70 steps ! ) and woodward finally obtained it by
chemical synthesis , everything is possible nothing is impossible 
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Ritter
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| Quote: | Originally posted by Snakeplisken
ok thanks Ritter but remember that vitamin B12 for example was extremely difficult to obtain too ( 70 steps ! ) and woodward finally obtained it by
chemical synthesis , everything is possible nothing is impossible
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Yes, but remember that Woodward was only trying to prove the structure, not develop a viable commercial synthesis.
I've toured a B12 plan & its all done by fermentation, not synthesis. There is one synthetic additive: 5,6-dimethylbenzimidazole.
[Edited on 31-8-2008 by Ritter]
Ritter
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\"The production of too many useful things results in too many useless people.\"
Karl Marx
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Snakeplisken
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Finally found something and it's only the beginning : Franz sondheimer
obtained linoleic acid by partial hydrogenation of the diacetylenic acid !! now i must found more i hope i hope
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