numos
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Acetylene dicarboxylic acid - treatment for lead poisoning
How can I acquire acetylene dicarboxylic acid... would it be better to synthesize myself (how?) or ask my school to buy it from Sigma Aldrich? (not
cheap) Or if anyone has some... 
Here's why I need (badly want) it:
I was browsing Wikipedia and came across lead-poisoning, to which Dimercaptosuccinic acid is a chelating agent and a potential treatment.
I am interested in preparing this substance as a novelty more than an actual treatment. According to this:
http://www.google.com/patents/US4550193
It is a very simple reaction between acetylene dicarboxylic acid and sodium thiosulfate in an acidic setting. Then heat the product (tetrasodium
2,3-bisthiosulfatosuccinate) with methanol and HCl for two hours, then then after cooling the solid is filtered and recrystallized from methanol.
I have everything except the acetylene dicarboxylic acid
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Metacelsus
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You could react fumaric acid with bromine to form 2,3-dibromosuccinic acid, then do an elimination reaction.
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PHILOU Zrealone
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You may aswel brominate or chlorinate tatric acid (HO2C-CHOH-CHOH-CO2H) to get also dibromosuccinic acid or dichlorosuccinic acid and then do
conventional dehalogenation in basic media (NaOH/KOH in ethanol) with heating/reflux.
[Edited on 31-5-2014 by PHILOU Zrealone]
PH Z (PHILOU Zrealone)
"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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numos
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Could methanol work as well? I don't have any ethanol right now.
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PHILOU Zrealone
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Maybe but I think it boils a bit too low a temperature...
PH Z (PHILOU Zrealone)
"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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UnintentionalChaos
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How about consulting the freely available literature....
http://www.orgsyn.org/Content/pdfs/procedures/cv2p0010.pdf
Department of Redundancy Department - Now with paperwork!
'In organic synthesis, we call decomposition products "crap", however this is not a IUPAC approved nomenclature.' -Nicodem
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numos
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Thank you, and this was the final obstacle. I have ordered Fumaric acid, and will conduct the entire synthesis in a week or so and then do a formal
write up here. Thank you all for your help!
Also just a note, directed to everyone: I think the reason many people ask is not because they don't look, but because they want assurance. Chemistry
is unforgiving and a small mistake can be lethal, and there are "formal" papers that have dangerous errors in them. Don't get me wrong - there are
lazy people here, and I can't say I'm perfect in that aspect either, but still... food for thought!
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