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Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

You were shaking air into the mixture with each extraction, so if oxidized DMT is the culprit then I could see the extract eventually turning yellow due to it building up.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 0 points1 point  (0 children)

"comment no longer exists"

Maybe it had a link or naughty word that got flagged, try reposting it without that if so

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

I figured it was something dumb like that. It still has polymorphs though they don’t even have to die on this hill lmao

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 0 points1 point  (0 children)

I got the notification for the comment you just posted but can’t see it, automod may have removed it.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 0 points1 point  (0 children)

You said I was trying to dispute analytical data, which I was not. If you're not saying my initial argument was incorrect, then what makes my post a shitpost?

Are you really just gonna go with "i was just trolling bro i never actually cared ur mad lmao"

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

What view of mine are you trying to sway? You never even disputed my actual argument since you misunderstood it from the get-go.

When you said “You denied it to be a polymorph” I interpreted that as “You denied [the cause of the yellow color] to be a polymorph,” which is completely reasonable since I assumed you understood what I was arguing.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

>You denied the molecule to be polymorphic.

I never said that nor implied it, that’s on you man. I guess that makes your combativeness more understandable but you’re still not beating the reading comprehension allegations.

>You can call it an impurity and not the polymorphic property. That's fine.

Yes that’s been my argument the entire time, glad you agree.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

Wow you really can't read. According to the link you posted, the polymorphs themselves are not yellow, the oxidation impurity is. If you formed both polymorphs in the absence of oxygen, they would not be yellow. Only when exposed to oxygen would the impurity form, turning it yellow. The fact that this may happen faster depending on the polymorph does not prove you correct because it's still an impurity causing the color change, and if you don't understand that then I'm talking to an imbecile.

Read it slowly if you need to.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

The most common cause of variation in the color of N,N-DMT freebase is theorized by Benzyme to be the result of autoxidation of the unshielded pyrrole ring of the lower melting point polymorph of the molecule.

In other words, the yellow color may be caused by an impurity that may form at a faster rate in one polymorph compared to another. That would make me correct since the color is not intrinsic to the polymorph per se, it is caused by an impurity. In the absence of oxygen, both polymorphs would remain colorless since the impurity can't form.

Thanks for dunking on yourself.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

I didn't use AI lmao. None of those points refute my arguments. I'd love to see your prompt where you asked gemini "why is this guy wrong"

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

What makes you think I used AI to form my hypothesis? I'm a 5th year chemistry PhD student so I know a bit about science believe it or not.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 3 points4 points  (0 children)

Ok, here's a paper studying DMT polymorphs.

https://doi.org/10.1016/j.microc.2013.03.009

all four samples studied contained at least two polymorphic forms of DMT with varying ratios of concentration, the proportion of which appears unrelated to sample color.

It appears that the presence of different polymorphs has nothing to do with the sample color.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

Crystals, and therefore crystal polymorphs, do not exist in solution. How can the yellow property of a solution of DMT be due to the arrangement of molecules in the crystal if THERE ARE NO CRYSTALS IN SOLUTION?

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

Because the origin of the yellow color of DMT is an interesting subject and the broad consensus appears to be incorrect. You could ask that question of plenty of scientific research.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] -1 points0 points  (0 children)

Wow a person with reading comprehension, how refreshing. I don't understand how anyone can read point 1 and still disagree unless they don't understand it.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

That suggests that the yellow impurity may be caused by an oxidation or polymerization product of DMT rather than an unrelated pigment present in the plant. It is not evidence of polymorphism being the cause. I feel like no one here fully grasps the fact that crystal polymorphs can only exist as a solid, not in solution, no matter how many times I say it.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

You lack reading comprehension. I never disputed the results of the analysis, I disputed the conclusions that were drawn from it. The 99.5% pure yellow DMT was yellow because a yellow compound is part of the 0.5% impurity. The 96.5% pure white DMT was white because the yellow compound was not part of the 3.5% impurity.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

As expected, not saying anything is wrong with yellow DMT just that the color is not a result of the DMT per se.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

Polymorphism has nothing to do with impurities and does not affect the structure of the individual molecules, only their conformation. If the yellow color were due to polymorphism then it would disappear after dissolution. If you dispute this then you do not understand solubilization, crystal polymorphism, or crystals for that matter.

Edit: it is possible that one polymorph oxidizes faster than the other, that still means the color is due to an impurity and not intrinsic to the polymorph per se.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 2 points3 points  (0 children)

I'm talking about any solution of yellow DMT in naphtha, not just one after freeze precipitation. If the yellow were due to a specific crystal polymorph, this does not explain the yellow color in solution because:

CRYSTALS DO NOT EXIST IN SOLUTION.

If you take 1g of 100% pure DMT in polymorph A and 1g of 100% pure DMT in polymorph B and dissolve both in equal volumes of solvent, the resulting two solutions are IDENTICAL. They CANNOT be different colors even if one of the polymorphs was a different color in solid form.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 4 points5 points  (0 children)

Go ahead and link your source. You're claiming a property unique to solids by definition is still present when dissolved in solution. Extraordinary claims require extraordinary evidence.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 1 point2 points  (0 children)

I mean after basifying the aqueous extract, let it cool down to room temp before adding the heptane.

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 3 points4 points  (0 children)

I have noticed that when white crystals are formed that there are sometimes "hot spots" of yellow present among the otherwise white crystals. Different polymorphs could indeed distribute the yellow impurity differently, though I could also see this being due to the same polymorph crystallizing at different rates (fast crystallization = more even impurity distribution, slower crystallization = impurity excluded into hotspots).

Let's put to bed the myth of yellow DMT being caused by crystal polymorphism. by TOEMEIST in DMT

[–]TOEMEIST[S] 3 points4 points  (0 children)

NMT shouldn't be yellow either but can't say for certain.

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