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Author: Subject: Ethylenediamine from ethylenediamine dihydrochloride
SupaVillain
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[*] posted on 11-2-2015 at 20:04
Ethylenediamine from ethylenediamine dihydrochloride

Can somebody inform me of a way to make ethylenediamine from ethylenediamine dihydrochloride? The dihydrochloride is way cheaper and I would think safer to handle. I would rather store it this way and prepare ethylenediamine when it is needed. Ill be using it for polyureas unless another diamine seems better.
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Chemosynthesis
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[*] posted on 11-2-2015 at 20:55


1. Sodium hydroxide. Extract with solvent of choice solubility.
2. Maybe carbonate (didn't check pKa).
3. A zoetrope distillation.

More info: https://www.sciencemadness.org/whisper/viewthread.php?tid=26...
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SupaVillain
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[*] posted on 11-2-2015 at 21:35


Thanks! I didnt find this in the search engine...
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[*] posted on 11-2-2015 at 22:23


No problem. It is an awkward beast.
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Dr.Bob
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[*] posted on 12-2-2015 at 18:42


In many cases you can simply use the salt in place of the free base, and then simply add more of whatever base you are using in the reaction already. For instance, I just used a piperidine HCl salt in a reaction, and simply added one more equivalent of triethylamine to it than planned.
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AvBaeyer
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[*] posted on 12-2-2015 at 21:09


Take Dr Bob's advice. Ethylenediamine is a royal pain to purify. Once it has seen water it is almost impossible to get it anhydrous. Even drying over solid KOH is not fully effective. Attached are two papers which give purification methods.

AvB

Attachment: Anhydrous ethylenediamine.doc (166kB)
This file has been downloaded 433 times

Attachment: Ethylene diamine purification IUPAC document.pdf (378kB)
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