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xwinorb
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[*] posted on 4-2-2011 at 15:36
EDDA


I have one recipe for making EDDA from acetic acid and ethylenediamine, using ether as a solvent.

I have one question, would that be OK to replace ether with DCM ?
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bbartlog
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[*] posted on 4-2-2011 at 16:48


A recipe, you say? Why not try these forums: http://www.talkfood.com/forum/
More seriously, how is anyone supposed to answer your question without you providing a little information about the synthesis? 'EDDA' isn't even a commonly used acronym as far as I know.
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smuv
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[*] posted on 4-2-2011 at 17:12


You could try doing it in dry isopropanol, after stirring for a while, you could precipitate the the EDDA by adding Ethyl acetate or 2-butanone and chilling the solution. DCM is not great beecause I think EDDA would be pretty soluble in it (although you could do the same thing as here, run it in DCM and precipitate the stuff by adding a solvent EDDA is insoluble in).

The synth might work OK in neat ethyl acetate too. Play with it on a small scale and go from there.
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mewrox99
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[*] posted on 5-2-2011 at 03:40


What is EDDA?

Ethylenediaminediacetic acid?
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xwinorb
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[*] posted on 5-2-2011 at 09:39


I mean ethylenediamine diacetate, I think it is also know as ethylenediammonium diacetate.

CAS : Ethylenediamine 107-15-3
CAS : Ethylenediamine diacetate 38734-69-9

Also, does someone knows what the melting point of the diacetate is ?

It is easy to find info and MSDS on the ethylenediamine, not so much on the diacetate salt. Any reasons for that ?

I hope the diacetate salt is stable. Any special precautions ? Also, can it be dried in a hot plate at low heat ?

I am asking this because the ethylene diamine MSDS caused me some concerns.

Thanks to the suggestions, I think I will try a low scale experiment soon.


[Edited on 5-2-2011 by xwinorb]
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turd
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[*] posted on 6-2-2011 at 00:52


I've used various solvents and never had problems. I believe DCM would work. Recrystallize from a small amount of e.g. methanol to get good purity.

Quote: Originally posted by xwinorb  
Also, does someone knows what the melting point of the diacetate is ?

According to Bannard & Casselman (Can. J. Chem. 41, 92-107 (1963)) it's 117-118°C, but I'm quite sure that on good samples I got higher mps (IIRC 120°C).

Quote:
It is easy to find info and MSDS on the ethylenediamine, not so much on the diacetate salt. Any reasons for that ?

Ethylenediamine is produced on megaton scales but nobody cares about the diacetate?

Quote:
I hope the diacetate salt is stable. Any special precautions ? Also, can it be dried in a hot plate at low heat ?

It's stable if stored in an air tight container. Drying under vacuum very much recommended. There's a phase transition at ~75°C.
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