l.student
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Obtaining Cadaverine and/or Putrescine from rotting material
Has anyone attempted this? If so, how did you proceed? How would you go about it?
Would washing/bathing source material (rotting flesh) in solvent (what would be a good solvent) and then distilling it work?
EDIT
The purpose of this exercise is to extract foul smelling chemicals (from something dead) in order to release them in a controlled fashion at a time
and date of my choosing. My summary research led me to believe that Putrescine ( NH2(CH2)4NH2 , 1,4-diaminobutane or butanediamine ) and Cadaverine (
NH2(CH2)5NH2 , 1,5-pentanediamine or pentamethylenediamine ) are the primary factors in why dead things smell the way they do.
I'm basically thinking of using ethanol to try and lift the compounds that interest me from my "source material" and then evaporate the ethanol away.
However I'm pretty darn sure that I won't only pick up NH2(CH2)5NH2 (Cadaverine) and NH2(CH2)4NH2 (Putrescine) but a whole lot of other things that
will interact with each other and possibly the solvent to a result that, given my level of experience or knowledge of chemistry, I cannot determine.
Presuming that up 'till here everything goes well I'll probably end up with a rather nasty mix of lots of different compounds, which should, in my
opinion, also contain the two I mentioned above.
Now, given that the purpose of this exercise, is the process outlined above appropriate? Will I obtain a mixture that will smell of rotting meat?
Would you use a solvent other than ethanol? If so, which one and why? How would you do this differently and why?
Sorry for the pre-edit version of the post. It was... Crap. (Not to say that this one is better)
[Edited on 5-4-2012 by l.student]
[Edited on 5-4-2012 by l.student]
[Edited on 5-4-2012 by l.student]
[Edited on 5-4-2012 by l.student]
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arsphenamine
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Quote: Originally posted by l.student  |
The purpose of this exercise is to extract foul smelling chemicals (from something dead) in order to release them in a controlled fashion at a time
and date of my choosing. My summary research led me to believe that Putrescine ( NH2(CH2)4NH2 , 1,4-diaminobutane or butanediamine ) and Cadaverine (
NH2(CH2)5NH2 , 1,5-pentanediamine or pentamethylenediamine ) are the primary factors in why dead things smell the way they do.
I'm basically thinking of using ethanol to try and lift the compounds that interest me from my "source material" and then evaporate the ethanol away.
However I'm pretty darn sure that I won't only pick up NH2(CH2)5NH2 (Cadaverine) and NH2(CH2)4NH2 (Putrescine) but a whole lot of other things that
will interact with each other and possibly the solvent to a result that, given my level of experience or knowledge of chemistry, I cannot determine.
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There is an extraction procedure in the article Polyamines in Soybean
It exploits the property of small alkyl polyamines being basic. Putrescine's pKa's are at 11.2 and 9.7.
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l.student
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Thank you very much. I'd much rather use soybeans anyway.
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arsphenamine
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You are very welcome.
Don't stop with that article. There are other methods out there.
A search on "putrescine extraction" gives a lot of useful hits, even abstracts.
<a href="http://www.ncbi.nlm.nih.gov/pubmed/21919350"><b>This abstract</b></a> mentions using 75% aqeuous methanol acidified
with HCl to extract putrescine from fish.
Once you have the extract, reduce the solvent volume gently,
make it alkaline with OH<sup>-</sup> or carbonate to
generate the free amine, and extract with ether or chloroform.
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pedrovecchio
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Here is the paper arsphenamine reffered to.
Attachment: richard2011.pdf (381kB)
This file has been downloaded 1238 times
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l.student
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Thanks pedrovecchio! I really didn't know where to download the full text from. Really not used to that sort of site. I also think I needed to
register or something...
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