4.) 1H+13C NMR Spectra of non-recrystallized DMT

+ HPLC + Mass Analysis

= with lots of impurities

Sample:

Spice extracted with Naphtha, NO defat, NO Recrystallization, Naphtha heated to its boiling point when pulled (60 °C), so you would already expect it to pull a lot of junk. Colour is orange-brownish and the sample is an oil. This shall symbolize what one would actually call *crude, impure Pull*. Therefore I would like to use this to discuss how usable spice at that stage really is. But of course keep in mind: this discussion can only be refered directly to that one sample here.

Here is the 1H-NMR of that sample:

Observation:

Again: this is mostly DMT. This is really strange ... actually I was definetly expecting it to be FULL of other Signals and the DMT Signals would only be a smaller part. This time the 2x CH2-Groups don’t have a nice 2:2 Integral, this indicates that there are may be some other Signals hiding below that 2,85 – 2,91 Peak. If we would assume that the DMT-Signals itself should have an Integral of 15 and we subtract everything we see beyond this 15, then we have an Integral of any other stuff of 3,59.

So this means that the DMT-Signals make up 81,50 % of that Sample. Well and regarding that when judging by Eye, this Sample looks pretty contaminated, this is a remarkably high amount of DMT in it!

Here is the 13C-NMR of that sample:

Observation:

Well also the 13C-NMR shows mostly DMT Signals. We only see other Signals at 25,58 / 36,29 / 52,4. And all those Signals are again within the aliphatic range. Within the aromatic Range at 110 + I would not say that there are any new Signals.

Here is a comparison of this sample to the more purer one from "2.) Yellowish-white DMT":

You can see that there is in fact not much of a Change. Yes the lower one has more foreign Signals. But definetly NOT very much! Still mostly DMT.

Here is a Picture of only the DMT-Signals substracted from the 1H-NMR of that sample to show everything but the DMT itself:

Observation:

Now those are the Signals of the most important Impurities, substracted from the original Spectrum. Trace Impurities, which are definetly irrelevant, are left out. Mestrenova already made a suggestion of what Integrals they could have, IF this would be 1 solely Compound (which it's not for sure).

Here is the HPLC Chromatogramme of that sample:

Observation:

This is a Chromatogramme of that Sample using a gradient of 20 % to 60 % Water to Acetonitrile with 1 % Trifluoracetic acid.

Here we have a giant Peak which must be the DMT and nearly no other Peaks. Based on this we would state that this is extremely pure, but in this case I would say that we already know by the NMR that it’s not that pure, that impurities seem to be not visible at 220 nm (which should be the case if they mostly consist out of aliphatic hydrocarbons. Otherwise it may be that they don't move on the column. So sadly not much of an increase in knowledge by this.

Here is the LC-MS Chromatogramme + Mass Spectrum of that sample (DMT has M = 188,269 so it should be at 189 if it’s positively charged and at 187 if its negatively charged):

Observation:

Well if one is familiar with that Stuff he/she may see that I packed way too much substance on that column :shock:  . But it is hard to judge the correct amount just by eye and I did not want to run that many tests, so this is what we got.

What can we see? There is DMT (M = 188,269 g/mol) at 8 min and as it is too much, its still eluating until ~ 10 min. Afterwards there is 1 new Peak at 11,5 min and 1 in the beginning at 5,5 min.

Now: What is the Mass of that Substance(-mixture) at each peak ?

Instead of writing it here you can see it in the Picture. DMT is visible – hooray! But what the others could be, no idea so far. Possibly someone has a clue, I will leave this for open discussion now hahaha. The mass of 227 negatively charged could be a DMT-Acetonitrile associate. Those Solvent-Associates are common for ESI-MS. This will also occur in every other MS spectrum of DMT with that eluents.

What to consider:

Not every substance can get ionized easily and there may still be compounds in this, that weren’t ionized enough to be visible. Also some compounds could have be immobile on the column and therefore did not reach the Detector at all or the Detector cannot detect them.

Now as I showed this impure Spice Sample to you I want to add a comparison between the Spice from 2.), the very impure Spice from 4.) and the Jungle Spice from 3.). In my opinion this comparison shows that Jungle Spice should be mostly just regarded as very unpure Spice:

Conclusion:

Interestingly judged by this NMR, the purity of that Sample is 81,50 %.

This is remarkable in my eyes and shows again: there is not that much of other components in the nexian' pulls hahaha .... But of course I’m very curious about them now, but based on that Spectrum I could only tell again that there are Signals of Oils and now possibly something with an aromatic / unsaturated molecular structure.

Therefore I have to say again it will be very interesting to test an Impurity-only-Sample. Then we will have a really good look on all that foreign Signals and we may finally get some more precise info on the Impurities and also whether they are all aliphatic or not etc.

The MS Spectrum gives some Masses of the other components, but if we don’t even have a slightest idea what the exact formula of those is, we won’t get too much information off this.

At least it’s to say that there is no Yuremamine (M = 476,53) visible, but that is not that astonishing, as it seems that you get it ONLY if you do all-cold extractions.