Greetings!

As most of us are aware Safrole and the oil are getting harder and harder to find (but can still be found with some solid searching).

Anyways, i have been working for a bit with Eugenol/ Clove oil. Right now i do not have the time, but ASAP i will post all the info i have on Eugenol ---> Safrole:)

Meanwhile i would love to get something sorted:

I distilled a rather large amount of cloves, i got a milky white water and some droplets of which i believe are pure eugenol or clove oil at the bottom. I will be putting up some pictures later on tonight (read: tomorrow).

I am rather in a rush now so i have a quick question: Would TCE (http://en.wikipedia.org/wiki/Trichloroethylene) be a suitable solvent for extracting eugenol (after an A/B work up)? I have DCM and i use around 15 ml after distilling 100 ml of water over 20 g of fresh cloves. I know chloroform and DCM can be used, but i rather not use these up and TCE is A LOT cheaper and easier for me :)

So would it be a suitable solvent? If so i was just thinking about letting the TCE evaporate off on a warm plate and collect the Clove oil, which with a little A/B can reward me with some eugenol:)

Note: I already have eugenol (from store bought clove oil) but this time i am trying different solvents and going from scratch :)

Thanks!

Is clove oil the next best thing to sassafras oil?

Is clove oil the next best thing to sassafras oil?

depends how you see it :)
IMO yes, it has A LOT potential but more work needs to be done on it :)

sidenote: my phone crashed and i don't know if i will be able to recover my pictures :(:(:(:(:mad:

edit: unable to recover pictures, but a write up will come :) :(

Okay so here we go:

In a 2 x 250 ml Round bottom flask where placed 40 g of fresh cloves and 200 ml of water (in each flask). A stopper was placed on them and they where left to sit for around 4-5 hours.

A simple distillation set up was put in place with a liebig column for the cooling and the first flask was heated. The Clove Oil/eugenol/water came over at 98°C-100°C. It comes over as a turgid white oil. 100ml where distilled off and then a warm extra 100 ml where added to the distillation flask taking care not to spll any in the three way distillation head. Another 100 ml where distilled of and the distillation where distiled and the distillation was stoped.
You will notice that at the very bottom of your receiving flask there are droplets/ single layer of some slightly yellow/transparent oil. That is your goodies! There is very little but a lot of it is "stuck" in the white milky area.

So the following was done:

In a 1000 ml separatory funnel where added the distilled resultant milky water, taking care to correctly add all of it slowly. Next 120 ml of TCE where added in the separatory funnel, a stoper was placed on it; it was shaken and vented 3 times. The layers where left to separate for around 75 min. The bottom layer was drained and placed outside in a beaker to evaporate off :). The top layer was discarded (although another pull would have been wise to do, but i did not want to waste TCE on this one too much).

Because my piece of shit camera "crashed" (don't asked me how). I only managed to snap a few pictures of the separation today :( and the TCE is evaping right now:).

http://img294.imageshack.us/img294/6228/img0150ld2.jpg

&

http://img206.imageshack.us/img206/4876/img0151um1.jpg


I am sorry but i had more pictures and more info but got lost :(

I will be shortly extracting and purifying the eugenol out of this with some A/B.

Weird, the first and only (so far) distillation I've ever done was a steam distillation of cloves. Oh, and nice background on those pictures, I actually have that record somewhere.

Weird, the first and only (so far) distillation I've ever done was a steam distillation of cloves. Oh, and nice background on those pictures, I actually have that record somewhere.

Yeah i did it too, back when i was in school :) But i found a student text (2 actually) who say that you can do it like this, but use DCM, i just use TCE !:)

As for the background well, haven't lived if you do not know what it is ;)!

I will be shortly extracting and purifying the eugenol out of this with some A/B.

Y'know... if essential oils actually had an amine group, the spice rack would be much simpler...

Y'know... if essential oils actually had an amine group, the spice rack would be much simpler...

:);)

http://www.mediafire.com/?tzlt2ivi5ts

It might be fun to mess around with functional groups on eugenol itself and do some bioassays for chemicals that don't have much info on them. I'll let you know if I find anything on eugenol amines. Its not like I have anything else to do ATM, other than finding info on LSA.

Edit: Anesthetic Eugenol Derivatives (http://content.karger.com/ProdukteDB/produkte.asp?Aktion=ShowPDF&ArtikelNr=136617&Ausgabe=236707&ProduktNr=224274&filename=136617.pdf)

It might be fun to mess around with functional groups on eugenol itself and do some bioassays for chemicals that don't have much info on them. I'll let you know if I find anything on eugenol amines. Its not like I have anything else to do ATM, other than finding info on LSA.

Edit: Anesthetic Eugenol Derivatives (http://content.karger.com/ProdukteDB/produkte.asp?Aktion=ShowPDF&ArtikelNr=136617&Ausgabe=236707&ProduktNr=224274&filename=136617.pdf)
Hey, Diamond, do you have much information on LSA? Perhaps we should exchange some. When school is over (1 week), I plan to attempt to extract white crystaline powdered LSA from Hawaiian Baby Woodrose seeds in order to do a more in depth analysis on the compound. So far my searches in the literature have only returned small amounts of information. Would you be willing to email me with what you have, or even post it here?

taylorwass@gmail.com

Hey, Diamond, do you have much information on LSA? Perhaps we should exchange some. When school is over (1 week), I plan to attempt to extract white crystaline powdered LSA from Hawaiian Baby Woodrose seeds in order to do a more in depth analysis on the compound. So far my searches in the literature have only returned small amounts of information. Would you be willing to email me with what you have, or even post it here?

taylorwass@gmail.com

ehhh you! Out of mah thread! This is about eugenol! :mad: Make a thread about LSA tho'! Quite a few people are interested in it! BTW his email is in the bullshit thread!

All the info I have is from erowid and a few other forums, but lets not spam SoH's thread. He has an anger issue. :) I was thinking of making an LSA thread, but until then all discussion should be in the bullshit thread. :) :mad: Oh, and if you want to email me, my email is diamondx@hawaii.rr.com, but I prefer msn messenger (diamondx@totse.com).

[QUOTE=DiamondX;10095661]All the info I have is from erowid and a few other forums, but lets not spam SoH's thread. He has an anger issue. :)/QUOTE]

Me anger issue, no way as peaceful as..RAGE :mad:

;)

On a serious note, i am working on the A/B as described in the article and it appears that all has gone well, a few little crystals have formed, some more pics:


Making it basic
http://img104.imageshack.us/img104/3112/img0157op8.jpg

Making it acidic
http://img104.imageshack.us/img104/9536/img0159jd1.jpg

added 15 ml of TCE and 20 min to separate
http://img92.imageshack.us/img92/2024/img0160as6.jpg

Using a syringe, took the TCE layer
http://img114.imageshack.us/img114/1072/img0161ya7.jpg

Its outside evaporations as of now, some crystals have formed so it looks promising :)

Edit: Anesthetic Eugenol Derivatives (http://content.karger.com/ProdukteDB/produkte.asp?Aktion=ShowPDF&ArtikelNr=136617&Ausgabe=236707&ProduktNr=224274&filename=136617.pdf)

Nice ref, but :


Vol. 14, No. 4, 1976
Anesthetic Action of Methyleugenol and Other Eugenol Derivatives
Ari B. Sell, E.A. Carlini
Pharmacology 1976;14:367-377 (DOI: 10.1159/000136617)

A comparative study of four natural eugenol compounds found in the volatile oil fraction of Myristica pagans, namely eugenol (E), methyleugenol (ME), isoeugenol and methylisoeugenol, was carried out in mice. Using a mixture of saline + tween-80 to suspend the compounds and the intraperitoneal route, ME revealed to be the most active and the less toxic in inducing the loss of the righting reflex. ME was further compared with pentobarbital and with the synthetic E derivative, propanidid, using the intraperitoneal route in rats. ME anesthetized the rats more rapidly than pentobarbital; however, the duration of anesthesia was the same for both drugs. Propanidid was not active when injected through the intraperitoneal route. Rats under ME anesthesia could be more easily operated, showed less cyanosis, and recovered better than those under pentobarbital. When injected intravenously in rabbits, ME and propanidid showed equivalent anesthetic effects. Daily intraperitoneal injections of ME in rats and mice for up to 42 days, showed that the drug was not toxic and that the animals became more sensitive to the anesthetic action with repeating the injections. Similarly to pentobarbital, ME induced large amounts of slow wave activity in EEG of rats and "did not change the total brain levels of dopamine, norepinephrine, and 5-hydroxytryptamine.... :(

But eugenol still remains an good starting point for many fancy compounds, active or not, but in the last few days i have been planing more research into eugenol and vanillin (for soon).

consider no get a new camera

consider to get a new camera

fixed and yes i couldn't agree more! I am getting a new one soon, very soon, but it does cost some monies :(

Do cloves come from all myrtle trees are is there one tree in particular you get them from?

Do cloves come from all myrtle trees are is there one tree in particular you get them from?

UTFSE? :)http://en.wikipedia.org/wiki/Cloves

Edit: Misread your post, sorry. :( It looks like they are only from S. aromaticum. :)

"I decided that the first step of oxidizing eugenol to methylvanniyllketone (MVK) should be an already established one. I have no doubt that using the Wacker to effect this change would work better than well."



"If it turns out that this reaction is incompatible with eugenol, then what needs to be done first is the oxidation of eugenol via the Wacker to form MVK."


hxxp://www.erowid.org/archive/rhodium/chemistry/eugenol.mdma.html


Assuming he meant methyl vanillyl ketone. I've never been terribly interested in eugenol and it's derivatives but it seems like they definitely have potential, especially if he was on to something there.

-F☺rd

hxxp://www.erowid.org/archive/rhodium/chemistry/eugenol.mdma.html


Assuming he meant methyl vanillyl ketone. I've never been terribly interested in eugenol and it's derivatives but it seems like they definitely have potential, especially if he was on to something there.

-F☺rd

YES! It has great potential and most people at the hive (before it went down) mentioned quite a few times vanillin, some people where getting different results and other where saying they where lying to cover this wonderful route....:(....who knows? Only way to find it is to test it yourself! But i have no doubt that this is the future way (with MePhO way too)