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Author: Subject: Nicotine extraction
LexxD
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[*] posted on 29-1-2014 at 12:31
Nicotine extraction


Hey guys,

I am doing a work for school where I should (theoretically) work out a process to extract nicotine from tobacco. I am not working with it beceaus it is just to dangerous.

So, I was thinking of an acid/base-extraction.
But when I look that up I get a cristal nicotine HCl. Is there a way to get only nicotine?

I already thank you for just reading this.
And sorry for my bad english..

With kind regard
Lex
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DraconicAcid
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[*] posted on 29-1-2014 at 12:34


Once you get nicotine hydrochloride, you can react it with a base to give the free amine.



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LexxD
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[*] posted on 29-1-2014 at 12:39


So if I just let it react with, let's say, NaOH or KOH, I get nicotine?
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DraconicAcid
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[*] posted on 29-1-2014 at 12:43


That should work. The nicotine is very water soluble, though, so it won't precipitate from the solution.



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LexxD
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[*] posted on 29-1-2014 at 12:44


Oke, thank you very much. You've helped me a lot!
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khlor
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[*] posted on 29-1-2014 at 12:59


Theorically you could get high concentration of nicotine by reacting nicotine hydrochloride with copper oxide that will give you water and copper chloride I, once you precipitate the copper chloride I from de solution, what is left over is only nicotine with traces of copper chloride.



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LexxD
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[*] posted on 29-1-2014 at 13:08


So I would just let the Copper chloride percipitate, then, the rest is nicotine with some traces of copper chloride?
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[*] posted on 29-1-2014 at 13:13


I would be surprised if an amine like nicotine didn't coordinate to copper(I) or copper(II).



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[*] posted on 29-1-2014 at 13:20


Quote: Originally posted by DraconicAcid  
I would be surprised if an amine like nicotine didn't coordinate to copper(I) or copper(II).


Are you talking about nicotine complex?




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benzylchloride1
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[*] posted on 31-1-2014 at 01:20


Use picric acid to precipitate the picrate.



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[*] posted on 15-2-2014 at 13:31


I am probably too late for the assignment, but flash chromatography would be my answer. Way too many complex impurities in biological samples for recrystallization or the like to get you assured quality control or even shelf life, generally.
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