6.) 1H+13C NMR Spectra of DMT which is exposed 

to high Heat (100 °C only so far)

UPDATE: Check what happens if you heat for 10 days to 70 °C and also add a Base or Radical Initiator HERE. You will create DMT-Polymers.

The same Spice as from2.). This time the plain crystals were cooked in the oven for 2,5 h at 100 °C.

With that sample I wanted to investigate if PLAIN HEAT directly damages the molecule. So here we have no UV light and therefore practically no O-Radicals.

Therefore it was interesting what high temperatures alone do. DMT was heated for 2,5 h at 100 °C and then NMR analysis was performed.

As for the colour normally Amines get brown by oxidation when exposed to air long-term, so this was my first idea. Maybe also just some pi-stacking and therefore causing optical range absorption, which create that color. If the DMT melts it will form any kind of molecular interactions that were previously restricted by the crystal lattice, therefore liquid DMT is mostly brown, even if it is pure.

Here is the 1H-NMR of that sample (ah I forgot to label what is definetly not DMT in this spectrum. But on the other hand his spectrum has no interesting statement neither as you will see):

Observation:

Well ... so there isn’t really something to observe. We just see the DMT-Signals and the only new thing may be 1 Signal inside the big Dimethyl-Peak, slightly at the left bottom of it. But otherwise: there is NO evidence of an N-Oxide and also no evidence of anything different. It seems like that sample is still nearly completely DMT only and very viable and not oxidized - which seems impossible due to that massive weight increase.

Here is the 13C-NMR of that sample:

Observation:

In this case it’s just the same as with the 1H-NMR. We see the DMT Signals perfectly and nothing else. Based on this sample I would just assume this is perfect plain DMT. No Signal of any other compound. This seems so strange.

Conclusion:

Well so sadly we do not have any real conclusions here, but we can still say the following:

Upon hot temperature exposure the DMT gets brownish, but it seems like the DMT is still totally fine and able to be used, chemically no degradation is visible within that spectras. The darker colour may come from pi-Stacking which is 2 or more DMT molecules interacting pretty closely with their aromatic (hence pi-electron-filled) Indol-body. Thereby associates are formed, which a loosely bound. That makes up a darker colour, as a bigger system of interacting pi-electrons is more likely to absorb light from the visible spectrum due to some quantum chemistry physics stuff (more interacting molecule orbitals create also lower energy electrons which can be excited with a lower energy amount that can be also reached by absorption of a visible-light photon. These have lower energies due to longer wavelength and therefore these transitions would not happen without the low energy electrons created by pi-stacking).

From here on all other future Results will be listed and added in the next post continually.