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DOC NMR Analysis

Been busy haven't checked the thread in awhile. I neglected to mention that HPLC was used as the method on the CoA indicating 97.4% purity, but the vendor stated that they did not have those actual test results, just the NMR, which seems odd.

Another thing, the marquis test, according to the vendor, turned green first as expected but then turned brown. The brown reaction is pictured on their website. One explanation that's been offered is that "the unexpected marquis result might be due to leftover 2,5-DMA after chlorination, in that case TLC might prove usefull.

And the Simons test did not react, which is OK for Dox."

Anyway none of this is inspiring me with a lot of confidence. At least the vendor is being very cautious and only releasing a small batch before feedback is received from the test group. They admit this is difficult to synth, and that it was difficult to find a lab willing to make it, so they're concerned about purity.
 
Leftover 2,5-DMA, Christ, that's scheduled top tier pretty much everywhere in the world.

The synthesis is not that difficult.
 
^^^Good to know, thanks.

The vendor just updated today they received the first positive report, and that they will post a TLC result soon.
 
nuke said:
Leftover 2,5-DMA, Christ, that's scheduled top tier pretty much everywhere in the world.

The synthesis is not that difficult.
Click to expand...
Yes i totally agree with you about the synth not as easy as don tho.Being that 25dma is the precursor is probably why people dont want to produce it
 
I'm sure if 2,5-DMA is scheduled somewhere, DOC is too. If not, there are almost certainly ways around using 2,5-DMA as the precursor.
 
Although the discussion on the purity of this batch of DOC has been continued in another thread, here follows the results of HPLC as given by the vendor, as I believe it would be better suited after the NMR results. I'm totally at loss here, so any help about its contents would be appreciated

(some chinese might be in order, also! :\)

hplcdoc.png
 
We see that this HPLC shows a compound with 98.81% purity under the chosen conditions. Apart from this, I can't see any further useful info in this document.

- Murphy
 
MurphyClox said:
We see that this HPLC shows a compound with 98.81% purity under the chosen conditions. Apart from this, I can't see any further useful info in this document.

- Murphy
Click to expand...

Yup, that's how much I got. I was thinking about the fact of that peak (11.623) being apparently wide, which might indicate some possible isomers (I'm totally guessing, but it seems reasonable).

I can also conjecture that Shulgin's route produces several chlorinated amphetamine compounds as byproducts. Could they appear mingled in that peak?
 
It doesn't look an unusually broad peak to me. Weather this HPLC would separate any isomeric impurities is impossible to say, maybe under certain conditions it could. And I doubt they're using Shulgins route, but even the newer methods can be quite messy if not done under the right conditions.

If this company is contracted to produce this stuff, surely they have to provide more evidence than that as to its identity?
 
I will inquire with them if there was nothing more but that result. I guess if there was more they would naturally provide it, as they are as disturbed as their customers (which is understandable, as they probably have also been scammed)

Nonetheless this is one of the most strange identification mysteries I've witnessed (and as it is, involved as a buyer).

If all the data is correct and all the tests correspond to the same product, we have:

a) Apparently it is very pure - both the COA and the HPLC shows >98% purity
b) The NMR does not appear as a substituted phenylethylamine
c) The product is apparently active yet only in higher dosages (7-8 mg)
d) The Marquis test did not gave typical DOC color (brownish instead of dark green)

c) would suggest impurities, but due to a) it is not. It could perhaps be a different less active amphetamine, like DOM, but b) precludes it. On the other hand which compounds might produce a DOC like effect with similar duration? and eventually cheaper to produce... Which compounds might have a d) like reaction?
 
there could be a disconnect between the analysis the manufacturer provides which often is an analytical sample ie not the bulk material and not what is supplied. the suspicion is that the material contains some DOC but is cut that is the simplest explanation and probably the most likely.

the only way to be sure is to have your sample analysed,
GCMS or LCMS would be the way, combined with spectrophotometric assay of the bulk material against recrystallised material to check it isn't cut with something invisible to the chromatographic methods. there are plenty of cutting agents that are invisible (for example inorganic salts, compounds that don't absorb UV are practically invisible to HPLC UV) so it is possible to have something only 10% pure but 99% pure by HPLC area under peak.

also the detector appears to be a diode array so there will also be a UV scan spectrum for the peak, the spectrum should be uniform across the peak if the peak is one compound only and nothing is co-eluting.
 
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I will recieve a sample of this product soon and I will take it to the free analysis centre in the netherlands :) It can take up to 3 weeks before I get the results so I suggest that nobody uses this compound untill we are sure it's DOC :) Would be a shame if it's not tho :(
 
I have an old DOC.HCl NMR reference (only on paper though), clearly the above spectra does not fit. Interesting is that in DOC, the 2 aromatics are quite close (7.05 and 7.1ppm), as they are in 2C-C (the methoxis are at 3.75 and 3.8ppm) but in Another batch tested for DOC, the aromatics were at 6.9ppm and 7.4ppm which proved that it was neither chloro substituted nor that it was an amphetamine because of the absence of an alpha-methyl signal, clearly it was a different 2C-X. That batch was refused , it was in late 2005.

From what I see on 2C-C, the chlorinated isomers could be separated by HPLC (but quite difficult by crystallisation). The fact that the good DOC was 100% HPLC pure showed it was probably done by Sandmeyer which gives no isomers with possibly unknown properties.
 
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what solvent was the nmr run in? peaks can move around a little depending on the solvent used. The NMR supplied for this sample was apparently in DMSO, however, this particular sample as supplied doesn't actually dissolve in dmso-d6, pretty much the original NMR is definetly not of the final product, thus is essentially useless :(
 
That's very suspicious right there, I've checked the solubilities of various PEA derivatives with cLogP's of between maybe 1.5 and 5 and all dissolve >100mM in DMSO. So you should be able to get ~30mg at least in 1 mL.

But you're trying to dissolve it in d6-DMSO, so you're going to run an NMR? Try D2O or d4-methanol instead. Could be that theres a good amount of an inorganic cut, like vector said.
 
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I almost always used DMSO-d6 as the solvent as it dissolves most compounds even if they are in salt form, NH3+ peaks can be seen good thus proving amine and salt, plus using the same solvent removes all possible solvent shifts.

Yes DOC.HCl was also well soluble in DMSO, as was DOI.HCl - I'm pointing to DOI's solubility because once I got an insoluble sample to test which contained no DOI and didn't contain much UV active stuff in HPLC. It appeared to be mostly an inert powder (Hyflo?), obviously it happens from time to time with DO's...
 
Hi trippinoftheweed,

trippinoftheweed said:
I will recieve a sample of this product soon and I will take it to the free analysis centre in the netherlands :) It can take up to 3 weeks before I get the results so I suggest that nobody uses this compound untill we are sure it's DOC :) Would be a shame if it's not tho :(
Click to expand...

3 weeks have passed. Any news on this subject?
 
if anyone is still interested I have an actual NMR of this "DOC"... definetly not DOC, not dimethoxy substituted, and not an amphetamine. who knows what it actually is... :\
 
Sure, post it up. Is it the same batch the NMR spectrum at the beginning of this thread was claimed to be from?
 
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