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Mike Bauer

Does DMT-Acetate become Polar in H2O, with added NaCl?

Connor Becz  Follow

Does NaCl cause DMT acetate (or any acetate) to become polar in $\ce{H2O}$?

In aqueous acidic solution, that is in the presence of a sufficient amount of acetic acid, N,N-dimethyltryptamine is protonated. The acetate is the counter ion of the ammonium salt. The compound does not become more polar by adding sodium chloride!

Will the DMT acetate have migrated into any of these two polar layers?

Are you having two polar layers? I doubt it. You're having a top unpolar layer, the aqueous layer and some gunk.

Take the separated aqueous layer, neutralize carefully, extract with an unpolar solvent of your choice, dry over sodium sulfate, remove the solvent in vacuum. If necessary, recrystallize and determine the yield.

Please keep in mind that DMT is a controlled substance in many countries!

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Francis F. Chen  Follow
Klaus I very much doubt that it is legal in any country in the world. It is regulated under UN schedule. I believe only some traditional tribes have legal access to it, but they certainly do not need any help.More
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Gut Chica  Follow
@Jori I know that its Schedule 1 drug in the Single Convention on Narcotic Drugs, which, over time, has been ratified by quite a number of countries. Amazingly, the Vatican State is not among them. Anyway, Im not a lawyer and I cant control who is in posession of a exceptional permit. Sometimes, strange things are required from students. I remember a student who was told by his professor to order morphine and use it as chiral base :D. Back in the days, students would have asked older group members for hints, nowadays they consult Chem.SE ;-)More
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Geoffrey Edwards  Follow
Thank you so much for your quick and concise answer! My apologies. Indeed there was a top unpolar solvent saturated with plant tars hardened like a rock, the aqueous solution, and goo below. I have never seen any account of sodium chloride used in the Acetate state to enhance de-fatting. Most suggest using water only. Is the addition of sodium chloride at this stage is worth while? I am surprised with the quantity of plant material removed. After shaking the material heavily, the solvent was not recoverable, it turned into an inch thick layer of air filled tar...More
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