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... ![:)](./images/smilies/smile.gif)
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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