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Author: Subject: Glycolic acid + HCl -> Chloroacetic acid
deadrush
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[*] posted on 29-12-2023 at 12:16
Glycolic acid + HCl -> Chloroacetic acid


I've read this is possible from a few sources and a patent. It doesnt seem likely to work. Anyone ever done this successfully?

I assume it will require some sort of catalyst.

Later today im going to try glycolic + NaOH -> Sodium Glycolate. Then sodium glycolate + HCl -> sodium chloroacetate. If successful I'd acidify.

Thanks in advance!
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DraconicAcid
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[*] posted on 29-12-2023 at 13:33


You think sodium glycolate is going to react with hydrochloric acid to give sodium chloroacetate instead of glycolic acid?

What is your reasoning behind this?




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deadrush
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[*] posted on 29-12-2023 at 17:45




I know this isnt really a source but it is what gave me the idea initially.
Apparently it does work in reverse according to sciencemadness!
(2nd link below)

ChemicalAid
https://www.chemicalaid.com › tools
C2H3NaO3 + HCl = C2H2NaO2Cl + H2O - Chemical Equation Balancer

https://www.sciencemadness.org/smwiki/index.php/Chloroacetic...

I know i found one other reference to this in a chinese patent. They required the use of a very differnt, complex, and impossible for home catalyst.
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Fery
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[*] posted on 30-12-2023 at 00:00


Some people synthesized it from acetic acid with sulfur and bubbling there Cl2 gas. S reacts with Cl2 into chlorinating agents S2Cl2, SCl2. There could be also an intermediate acetyl chloride and its further chlorination gives chloroacetyl chloride which hydrolyzes with water into chloroacetic acid.
I was able to find these videos:
https://www.youtube.com/watch?v=SpDtuK9BBBw
https://www.youtube.com/watch?v=NcEQUsrMvx8
https://www.youtube.com/watch?v=UEzmipxWXVc
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brubei
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[*] posted on 30-12-2023 at 06:03


hi everyone today's vidéo is sponsorized by the DEA



I'm French so excuse my language
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Texium
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[*] posted on 30-12-2023 at 06:53


Balancing an equation doesn’t mean it’s even remotely possible. Next time you start a thread claiming you have “a few sources” without being able to provide said sources, I’m sending it right to detritus. Scientific discourse doesn’t begin with “so I heard somewhere…”



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