2,5-dimethoxybenzaldehyde Rhodium synth review?

IndoleAmine · Dreamreader Deluxe

Just for further clarification, maybe you should re-read my following sentence, which I stated in my above post...

demorol · Sun Apr 10, 2005 4:55 pm

Sandmeyer · Sun Apr 10, 2005 6:52 pm

IndoleAmine · Dreamreader Deluxe

You don't help nobody, don't add vany aluable information to this thread and create a hostile atmosphere..

tom-a-rom-rinbow · Sat Apr 23, 2005 6:45 pm

questions on 4-methoxyphenol via
Dimethyl Sulphate

Appearance: colourless liquid
Melting point: -32 C
Boiling point: 188 C
Vapour density: 4.3
Vapour pressure: 0.7 mm Hg at 25 C

Toxicity: IHL-HMN LCLO 97 ppm/10m

So, 97 ppm for 10 minutes is the lowest amount known to kill a human by inhalation.

As far as I can tell from toxicity data, DMS is an order of magnitude more deadly than SO2, but an order of magnitude less poisonous than the highly volatile phosgene and HCN.

How easily does DMS volatize when poured? If it is kept very cold, can one pour several hunderd mililitres quickly and stopper it while outside without worring that the wind will blow the wrong way and cause serious harm? Or would only an idiot do this?

Is is medium capacity fume hood sufficient for indoor work? Could reactions on the scale of several liters result in enough fumes escaping from the condensor during a reaction to be a problem in a residential area?

Should the addition funnel be pressure equalized? Is the DMS always consumed completely given favorable reaction conditions? I believe this must be so as the reaction can procede further to dimethoxybenzene. Is there any possibility of the reaction halting and excess DMS accumulating? When finished the addition funnel and reflux column can then be washed in running water under the fume hood while wearing gloves, and swim will not die as a result?

biobrew · Sat Apr 23, 2005 7:58 pm

ditto what tom said. Anyone had any experience with this, i am running DMS in a reaction in two weeks

brain · Linguist Extraordinaire

can anyone tell me? Smile

-i can proceed this reaction:

sg43 · Sun May 15, 2005 2:31 am

SWIM wonders how hard it would be to convert say... 2C-I or 2C-E into 2C-B, anyone have any idea?

Dr.Bunsen · Sun May 15, 2005 3:23 am

2C-E is 2,5-DIMETHOXY-4-ETHYLPHENETHYLAMINE

http://www.erowid.org/library/books_online/pihkal/images/pihkal24.gif

2C-I is 2,5-DIMETHOXY-4-IODOPHENETHYLAMINE

http://www.erowid.org/library/books_online/pihkal/images/pihkal33.gif

and 2C-B is 4-BROMO-2,5-DIMETHOXYPHENETHYLAMINE

http://www.erowid.org/library/books_online/pihkal/images/pihkal20.gif

You can convert 2C-I into 2C-B but it doesn't make sense (but if you want to waste iodine you can do it). You can't convert 2C-E into 2C-B easily.

sg43 · Sun May 15, 2005 9:38 am

So how would one go about doing this, with 2C-I perfably since SWIM has easy access to it. I understand that BROMO must be added, but what reaction would do this easily?

Dr.Bunsen · Mon May 16, 2005 4:08 am

You might try to get 2C-H from 2C-I like this:

http://www.orgsyn.org/orgsyn/prep.asp?prep=cv5p0998

or go directly from 2C-I to 2C-B by adding bromine but I don't know if this would have an influence on the ethyl amine*HCl.

IndoleAmine · Dreamreader Deluxe

Sandmeyer, were are you? C

Anyway: brain, you can make 2,5-dimethoxybenzaldehyde from p-methoxyphenol directly, with a reimer-tiemann formylation (formylation = adding CHO) in one step. The OH will me methylated too by the same rxn.

The hexamine/TFAA formylation does not methylate OHs, so you have to start with dimethoxybenzene to get dimethoxybenzaldehyde, or methylate afterwards (MeI?) when using methoxyphenol instead dimethoxybenzene..

Making 2C-B from 2C-I is ridiculous, the right compound to start with is 2C-H in both cases. It can be made by reduction of 2,5-dimethoxy-nitrostyrene, and this route is far cheaper than buying RC compounds for several hundred dollars/gram and trying to convert them into something else.

I doubt that the iodine can be replaced directly with Br, and as said the removal of halogen from bought 2C-I to yield 2C-H is not really cost-effective.

Better read this thread once more, and start considering to make some 2,5-dimethoxybenzaldehyde... Very Happy

sg43 · Mon May 16, 2005 11:11 am

Yes, SWIM figured it would not be worth while, right now he is working on mdma via wacker/al/hg/nitro, maybe after he perfects that he will give 2C-B a shot. Twisted Evil

Bluechip · Mon May 16, 2005 4:46 pm

"Anyway: brain, you can make 2,5-dimethoxybenzaldehyde from p-methoxyphenol directly, with a reimer-tiemann formylation (formylation = adding CHO) in one step. The OH will me methylated too by the same rxn."

Indole,How can this be done?

Every scrap of info I have dug up on this route always produces 2,hydroxy 5,methoxy benzaldehyde via the reimer-tieman on p-methoxyphenol,and then methylates with either DMS or MeI.

IF this can be done as you sugest why does everyone go the other way?
Can you please ease my confusion.

biobrew · Tue May 17, 2005 5:05 am

It's the mysterious pentavalent cabon mechanism....duh Laughing

I was wondering the same thing. Double ortho aldehyde?