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First extraction - brown dmt

Last time I get very brown pulls somehow.. After freeze precip and drying up it was highly smelling by base....
one thing id also like to add that just popped into my head and didnt think to ask is that it doesnt really seem like the lye base has a pungent smell, at least to me, i only use 30g of lye in my extractions though, so im not sure if adding more could bring out a smell im not aware of, I mean i have briefly noticed that lye solution does have a smell and have caught some brief whiffs of it during its exothermic phase when its warm and if i heat the soup and open the cap i have smelt sort of a metallic vinegar like smell before thats faint but have never smelt that in my end product and it isnt a smell that really stands out like the other variables in the extraction process, even when i did have some get sucked into the pippette and carried over to the pyrex dish I never smelt anything like what the base soup smelt like. i also imagine that so little of it would get carried over into the final product even if procedures are sloppy that i dont think what you are smelling is base.

there are a lot of pungent indole compounds that are pretty stinky and can sometimes smell like moth balls or citrus flower, also naptha kind of has a new rubber shoe smell to it kind of.

what was the odor you were smelling smell like? could you describe it?
 
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or i guess smelling one of my base soups thats sitting right now it smells kind of like a musky mildewy vinegar and the base soup is cooled off right now. smells like old towels or dirty laundry idk hard smell to describe but ive never smelt this in the end product so far
 
Update: I performed the re-x, and there was a lot of brown impurity that was left on the bottom, so it's highly likely that base soup got carried onto the spice during the extraction process. The impurity was also the reason for such a good yield.

The result after re-x is pure yellow spice, which I'm confident is safe to smonk.

I am yet to try it or weigh it, but can conclude that the re-x operation was a success & the right move.

Thank you everyone for your replies & answers, I'm grateful to be a part of such an amazing community.

Now that I got pure spice & an E-mesh ready for deployment. I can finally delve deep into the realm of hyperspace. 🧭
 

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And something I forgot to mention during the extraction process was that the LDPE plastic bottle melted a little at the bottom. But THANKFULLY only after it was already ready for pipetting to the freeze dish.

But yeah, from now on. Definetly only quality equipment. This was a good delve into the basics of extraction & I have gained more confidence after the re-x, which was simple af.

I also picked up a new found facination with the whole chemistry of it, this is something that school failed to bring out of me. But when presented in the right way. Who could've known extracting your own medicene could be so fun & useful.
 
DMT-N-Oxide is a potential candidate for this colored material that can appear reddish in concentration and yellowish in dilution and brown and orange in between. The cycled product of DMT, the betacarboline, can also be present.

The N-oxide of DMT can be less soluble than DMT in certain NP solvents.
It is worth knowing that the dark red to orange material called jungle spice, despite being colored, is still almost entirely DMT.
Chemical products of DMT itself, both the oxide and betacarboline, frequently appear to be confused as some type of contamination.

More information on dark colored DMT products

Note that in the link I suspect a couple of misconceptions exist in regard to assuming that the N-oxide is yellow and so the orange, brown and red materials are not, however as with food coloring it is entirely possible for substances that appear red in concentration to appear brown, orange and yellow as they become increasingly diluted.
 
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Experiments by @Brennendes Wasser have indicated that DMT-N-oxide is unlikely to form spontaneously and requires a reagent such as hydrogen peroxide for its preparation. Their NMR experiments also indicated that brown goo from DMT was most likely due to oligomerisation through electronic oxidation of the indole ring (particularly, as @benzyme has pointed out, in the pyrrole portion). Oxidation does not necessarily involve the addition of oxygen.

The oligomerisation hypothesis explains a lot of the peculiar behavior of brown DMT goo when its heated in naphtha for re-x.
 
Oxidation does not necessarily involve the addition of oxygen.
It is a matter of electron transfer and so named because oxygen is good at taking an electron from various materials, as that oxygen can be highly reactive. The molecule and or atom that loses the electron is said to be oxidized and the ones that receive the electron are said to be reduced.

The language of chemistry can be a bit tricky at times.

Light, heat, oxygen, various metals, substances and pH values etc can all promote or alter rates of oxidation.

N-oxides of DMT seem most prominent in xylene or toluene evaps of STB extractions that employ high temps, it is not clear if they are artifacts of the extraction process or are already present in the material and just more readily obtained through such methods. The N-oxide appears to have poor solubility in naptha, I suspect that the only reason it appears somewhat soluble in xylene and toluene is that they tend to have small amounts of water in them and the N-oxide of DMT is soluble in water.
 
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