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MDMA: routes and activity

phase_dancer

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Bitch and Entropope, I'm not sure this answers completely the question of MDMA: what differences in activity from different routes of production? but here goes anyway.

MDXX substances are usually made from the starting materials safrole or piperonal. Both are available from nature. However everything else from this point on is synthetic, including the final product.

The exeption is perhaps MDA, which is theoretically produced in vivo from the action of the liver on safrole containing herbs and spices (A. Shulgin- Pihkal #157).

Many routes from other naturally sourced materials are known but are generally more lengthy and complicated. There are also many theoretical routes using functional group conversion, but most are met with limits regarding the fragility of the molecule.
The usual route, which may be any one of several variations, is via the ketone MDP2P.

The first Mitsi's to circulate throughout Britain in 97 we're made directly from MDP2P, suspected of being supplied by the Russian Mafia. Traded as PMK, it is virtualy one step away from MDXX. MDMA made from PMK was said to "...not have such a natural rush as that made from safrole" (mixmag april 97,page 55). There is no scientific reasoning for this other than perhaps purity or enantiomer ratios (see below).


Another starting route often mentioned in Chem literature (1-2nd year Uni stuff) is by way of halosafroles. This method is tricky and still requires attaching the amine molecule. It is unlikely to be used in large scale clandestine production as yields are low with most methods and others require high temps and pressures.
To convert the ketone to the amine, a process called reductive amination is required. This is where the XX is added to the molecule, be it MDMA, MDEA or MDA that is the intended product. The type of amine used determines the XX.

A probable reason that much MDEA and MDA are made, is the relative ease one can often obtain the appropriate amine. That required for the MA part is and has been a watched chemical since the beginning of illegal meth manufacturing during the 60's.
With any multistep synthesis, variables can be introduced at each stage during manufacture. If the MA part is separately synthesized, the potential is much greater. In less than optimium situations, contamination from dirty glassware or from non pharmaceutical grade reagents and precursors can also cause side reactions; chemicals that could slip past washes into the final product.

If factors such as pH and temperature are not carefully controlled, substances such as dimers, aldol condensation products (the ketone reacts with itself and then can react again with the aldol product) as well as other secondary amines can be produced. Many of these are potential toxins.

The MD part of the molecule is also very fragile and can easily be 'broken off' by extreme conditions e.g. high temps.
These impurities could well account for some side effects noted with various batches of MDXX, as many poisons also create feelings of fatigue, overheating and nausea.

An experienced chemist can quite easily optimise conditions of manufacture, thus preventing or eliminating products from side reactions and contaminants. As most MDMA is assumed to be coming from labs overseas that employ qualified chemists recruited often from poorer countries, the likelihood of such problems is probably low. Loally produced pills however could carry a host of such problems. Speed via pseudoephedrine reduction carries similar risks of side reactions. Many paople making this have NO real knowledge of chemistry.

To accuately test for such nasties, GC or HPLC analysis would need to be employed (check the post on bluelight regarding HPLC use at a rave)

It is generally known that MDMA, MDEA, and MDA all have different psychotropic effects. Without going into too much detail, many different physical forms of a molecule can exist for the same compound. MDMA and other amphetamines exist in mirror image forms known as enantiomers, usually produced in equal amounts. Both are psychoactive with MDXX, but the (+) variety of MDMA is recorded as being more of an empathy producing form in humans (CRC Handbook on Enantiomers).

To separate these two forms, one would require chromatography. It is very much doubted though that conscientious producers would be inclined to refine their product to such a degree.

Regardless of the route employed and excluding contaminants, enantiomer ratios can really be the only variation possible with different routes, especially if the amine is derived from a non chiral molecule.

phase_dancer
 
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Thankyou phase_dancer, intelligent and thought out post full of facts and *gasp* even a couple of references
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I don't know if we can allow that on here hehee
One question, from what I have read on dancesafe, most pills turn out to be mdma, very few are mdea or mda, but you beleive it's probably easier to produce ea or a, whats your view on this?
[This message has been edited by Mr E. Moore (edited 14 March 2001).]
 
If what is really wanted is MDMA then the appropriate amine can be made. It is an long and toxic procedure, but I'm sure it's been done many times. Amines are also used in other industries, so they could be diverted for such use.
I beleive the mitsi era probably sharpened up those producers that were previously making MDEA.
Check out the early lab tests posted on ecstasy.org (Saunders site.) Many of these posts were of pills high in MDEA.
phase_dancer
[This message has been edited by phase_dancer (edited 14 March 2001).]
 
Thanks, great info.
Methyl amine yes, is one of the most controlled chemicals out there. However it is fairly important in chemical synthesis; e.g: i am sure it could be found in uni research labs, that sort of thing. Whereas safrole is unlikely to be.
Hence serious manufacturers obtaining gallons of safrole, would imo have the resources to divert the required methyl amine.
But as pointed out, MDA and EA r less hassle.
Dont forget the ketone isnt chiral. So wouldnt the MDP2P be pretty much the same regardless of the way it originated?(Discounting the different impurities from the differing processes)
This has reaffirmed something that i have thought for a while though. Considering Dancesafes results esp. Yes there is MDA, yes there is MDEA.
However i do think the majority is MDMA (this is the case in the USA at least).
So it is the cleanliness of the product which is reponsible for the huge range of effects different pills, with supposedly the same active substance, seem to give.
I was only considering unreacted precursors, reagents, etc.
As pointed out though there r many other substances which might be formed, not removed, and give undesirable side effects. (E.g the bizarre dubbed "opiate" qualities of those gold Cks and the hallucinogenic qualitites of the HQs)
God knows what colour the MDMA-HCl going into our pills is. It should be white, i bet most of it isnt. Perhaps in pills like peach motorolas and CUs it is; whereas windmills and HQs it might be anything from beige, to brown to greyish. And theres your difference.
Purification is by distillation and/or chromatography. These r time consuming and/or expensive. Perhaps thats why in relative terms there is a small amount of CUs and huge amounts of HQs. A lot more work and care went into the former esp at the end of the synthesis.
I am sure more 4L casks of wine are produced than the finest bottles of red; and MDMA in its pill form is no different.
[This message has been edited by Biscuit (edited 14 March 2001).]
 
Putting my first post more in perspective, impurities in the final product would more than likely be present in very small amounts requiring sensitive equipment such as Mass spec. or NMR to measure. However some nasties are toxic at the milligram level.
Safrole may not be in labs but it is all around Aus., be it a bit of work to extract.
http://rhodium.lycaeum.org/chemistry/safrolefaq.txt
scroll down to camphor...
Yes it should make no difference to the final product regardless of how the ketone is obtained, other than different possible impurities.
The following was taken from a thread posted by "Quirks" on US bluelight discussions
___________________________________________
....don't bother to distill the freebase, you may end up with a brown, pink, red, color oil. Crystalizing the colored oil usually gives colored crystals. Going from freebase to hcl is a very good purification step by itself so usually black/dark brown freebase (which can be quite hard to squeeze crystals out of) will usually give brown salt, and brown freebase gives beige/orange crystals, and red freebase gives pink crystals, and pink freebase usually gives pretty white crystals....
___________________________________________
Is there anyone that could speculate what these colors might be from i.e. what are the impure compounds? and how toxic could they be?
phase_dancer
 
i know zip about chemistry, but i can add to this discussion with what i know about history and current affairs...
the reason i believe why MDEA was commonly found in pills from a few years back, like those at ecstasy.org, and is now less common, is that MDEA was legal to manufacture in a few countries for many years after MDMA was banned, due mainly to bearaucratic oversite.
certain groups took advantage of this and stockpiled a great deal of the substance. this stockpile has, i imagine, long since ryn out, and now all groups have to rely on clandestine laboratories producing MDxx, and as has been discussed, if you can get one amine you can probably get the rest.
on the subject of impurities in MDMA, does anyone know what they might be? i ask because i might have the chance to GC/MS test some HQs, and it would make it a lot easier if i knew hat i was looking for...
 
WOW! wikkid post phase dancer explains alot and was very imformative, 2 big thumbs up
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. I sort of knew there were different levels of purity of MDMA and now i know why those different levels of purity exist.
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Phasedancer: Just one quick question, would it be possible for a pill to test positive for MDXX on a tester IE black/purple and have enough toxins and impurities that cause overheating, fatigue and naseua etc to be potentially dangerous or harmful?
Peace
rc1n
[This message has been edited by rc1n (edited 15 March 2001).]
 
rc1n: From what I understand, absolutely! All it takes is "some" MDxx in the test sample to turn the reagent purple/black, therefore anything else in the test sample that reacts clear will be obscured. The testers only show what the "active" ingredients are, not what else is in there. It's quite feasible that while a purple/black result (or even an orange result) indicates one of the indicated substances is contained in the sample, there could also be clear-reacting components that are not revealed by the Marquis reagent.
It's for this reason that even when you have tested a pill and found a purple/black result, it's still advisable to try half first before having a whole one - to check the strength and any other effects that might not have been anticipated.
BigTrancer
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Load universe into cannon. Aim at brain. Shoot.
 
Yes JB I believe that was the reason so much MDEA was once made. The Netherlands didn't list this one as a -naughty- till quite some time after the rest of the world.
There was also at that time the notion that ~65% mdma and 35% mdea was a "perfect combination". Possibily some reasoning behind this.
I guess the mitsi era probably sharpened awareness of what was "real E" among consumers. By this time the legally made MDEA would have been long gone, pills of the time were generally rubbish, then suddenly 120's were everywhere.
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rc1n - pill testers do what they are designed to do, identify some phenethylamines, amphetamines and some other drugs(E2- ketamine?). They are helpful in identifying PMA, and for this reason alone could save a life.
There could definitely be things in your pill that are toxic or there could be other drugs (acid) that don't show up.
Identifying such things is not what kits are intended to do, such identification requires sensitive equipment and/or lab work.
They are however a step towards a safer future - where ever that lies, with every rejected and thrown away pill providing effective harm minimisation.
Also remember MDMA itself raises your body temp., can cause nausea and make you tired if you're run down. It's just that for many, other feelings make these side effects somewhat insignificant.
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JB -will attempt to identify potential nasties. It may take some time, and expected products will most likely be very unusual substances. When I checked out the 2 often produced nasties with psuedoeph reduction-> wizz, I could find no references in the Merck Index, MSDS, or CRC handbook on either!
Is there a Chem. Prof. that could comment?
Ethically speaking, identifying contaminants and potential toxins could only be seen as a deterrent to those taking things of unknown content.
phase_dancer
 
JB - the theory I put most credence in was one made by one of the regulars in one of the original hq threads, they said their friend went to hospital after 2 hqs and nothing else, and the blood sample showed up PCP in trace amounts.
PCP isn't tested for (I think), and as it has rarely if ever been seen in Australia no-one would be used to its effects, especially when combined with a large amount of MDMA (as it obviously was in the case of the hqs).
Worth checking for it anyway..
Theres my conspiracy theory for the day...
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a little speed makes a big difference
 
first thing to do with conspiracy theroies is to check your facts, not rely on your memory. in this case it hard to do, as the original thread was deleted by the initial poster. so you'll just have to trust my memory of it
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that guy who went to hospital didnt take two pills, he "double dropped twice", ie 4 pills in a very short time. even with a mid strength pill this would be foolish, with a pill with an undoutably large amount MDMA in them like the HQs it is just plain stupid.
and PCP is tested for. i dont know of any GS labs that wouldn't test for it, and rest assured i will request for these tests.
BUT all i can say is i have asked an industrial chemist i know, who has had both these HQs and PCP if he thought that the HQs contained PCP and his opinion was no, definitly not. i value his opinon, but i offer that information as simply that, another opinion.
 
Thanks dancer,
However has anyone here (and i seriously doubt it!) Ever tried PURE MDMA from the lab? And for an even more stupid question can anyone tell me the difference (effects) from mdma being made through MDP-2-p and the other synthesis avoiding the mdp-2-p step.As any organic chemist would know doing the LAZY synthesis :P does in fact leave a lot more impurities in the final product so there for in the final product through both synthesis you do in fact come out with mdma however i can almost promise they would effect you differently.In my opinion (and im sure to be shot down as per usual!)several pills have smacked me out silly and have DEFINATELY had mdma in them..Yet other mdma pills are as clean as can be... clear head nice smooth beam...Now many will say its the amount of MDMA in the pills..So with the clean ones why is it that when I double dunk i still dont get smacked out? My theory (and it is just that) that smacky mdma has been made the cheap and nasty way avoiding the clean process that is the mdp-2-p rought.Dance id like to hear your reply to this as i really think only you could comment!
Bitch AKA Just_Say_No
 
The halosafrole method is described as the dirty way to make MDMA. Reasons for this include the enormous possibility for side reactions forming lots of different products.
Some recipies suggest using raw sassafras oil, containing eugenol to "push" the reaction foward. Others are unclear on vital areas of separation. I couldn't even speculate on what could be produced as side reactions, as there are many variations using different mediums and reaction conditions. Halo compounds are also typically very reactive substances with bromo compounds able to form free radicals.
There is also much talk of low yields via the halosafrole routes. Quite possible tho that such problems have been overcome by determined people.
Although the MDP2P route is said to be cleaner, it too involves more than one stage from the raw material to the ketone, and with each stage there is a potential source of introduced variables. Read the paper on Zwitterions -Mishaps and tragedies
So until hand held pocket sized GC units are available at D*** S**** I guess we may never know the full extent of potential poisons in pills
As for pure, again until hand ......
I beleive that some of the first E in Aus around the mid eighties, brought in by a religous order of the time, was in fact the real deal. Purely subjective of course, but hey- they were trying to market a new substance of which wasn't at that time illegal in many parts of the world.
phase_dancer
 
The halosafrole method is described as the dirty way to make MDMA. Reasons for this include the enormous possibility for side reactions forming lots of different products.
Some recipies suggest using raw sassafras oil, containing eugenol to "push" the reaction foward. Others are unclear on vital areas of separation. I couldn't even speculate on what could be produced as side reactions, as there are many variations using different mediums and reaction conditions. Halo compounds are also typically very reactive substances with bromo compounds able to form free radicals.
There is also much talk of low yields via the halosafrole routes. Quite possible tho that such problems have been overcome by determined people.
Although the MDP2P route is said to be cleaner, it too involves more than one stage from the raw material to the ketone, and with each stage there is a potential source of introduced variables. Read the paper on Zwitterions -Mishaps and tragedies
So until hand held pocket sized GC units are available at D*** S**** I guess we may never know the full extent of potential poisons in pills
As for pure, again until hand ......
I beleive that some of the first E in Aus around the mid eighties, brought in by a religous order of the time, was in fact the real deal. Purely subjective of course, but hey- they were trying to market a new substance which wasn't at that time illegal in many parts of the world.
phase_dancer
 
Just to throw another variable into the equation, beside safrole and piperonal, there are other oils that can be made into what Dancesafe’s lab will call MDMA.
They are myristicin and croweacin, which produce 3-methoxy-4,5-MDMA, and 2-methoxy-3,4-MDMA (or just 2-methoxy-MDMA since MDMA is 3,4-MDMA) respectively.
Both are very similar to MDMA, but lack the speedy quality of MDMA.
The 2-MeO is probably very rare, but since myristicin is far easier to get in many countries than safrole, the "nutmeg X" is pretty common.
Unless you have had the pure form of each, it is doubtful even the experienced user will be able to tell the difference, and when they do, simply put it down to the other pertinent factors such as mind set, setting, etc.
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And the Mission is the Mouse...
 
It is true though that, while in theory the halosafrole method should work, it seems almost no one has been able to do it.
A huge lab was busted in Europe a while ago with enormous quantities of safrole and hydrobromic acid. This certainly fuelled the rumour that this was thus a plausible route but even the most experienced of chemists have said they cant get it to work; or at least to a sufficient degree.
People have said the peracid route to the ketone fails for batches over 50g. Either this cannot be correct or the mass producers are doing something differently.
I guess that info is unlikely to be ascertained.
 
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