ACETYL CHLORIDE TO H

[HOTPLATE]

Is Acetyl Chloride used the same way as Acetic Anhydride to produce H,or is Sodium Acetate also needed.If
so how is it done.

[AWOL]

oh no ...............

[bronyraur]

Is Acetyl Chloride used the same way as Acetic Anhydride to produce H,or is Sodium Acetate also needed.If
so how is it done.

here we go again.

HOTPLATE: try the search engine for a "how-to"

[robojunkie]

Yeah, but at least this is a legitimate question. Yeah, one could make H with acetyl chloride. And one would probably be best advised, in theory, to have a little over two equivalents of sodium acetate so HCl is "captured" by the buffer, reason being that HCl can catalyze the reverse process and it can also open the epoxide bridge. And the conditions, heatwise, timewise, would be much milder. Definitely not something that should be done in a kitchen.

As for the "how is it done" I don't give out "recipes". That's something anyone can look up anywhere (as in the web, not on this site).

[HOTPLATE]

I've been searching for a while on the Acetyl chloride method but hav'nt been able to find anything anywhere on the web.Plenty on the AA methods including a DEA pdf.Very informative.
As for this web site there is nothing much but a 9 page argument over some
person trying to explain about AA unless I missed something.I couldn't be bothered reading everything in that thread.

[devilsdrug]

no u didnt miss anything

[superman]

the info you seek is in rhodium's archive, google that.

be sure to read about DMAP. if it can be acquired, be sure to use it

[robojunkie]

If anyone is ever gonna use DMAP as a catalyst they better know what the fuck they are doing, and I don't mean ghetto style either. That is some toxic shit. And usually DMAP is used in like 5 to 10 percent equivalents, here it is what, like 2 equivalents? And forget the straightforward hydrolysis and A/B extraction...that DMAP will follow right along. One would almost certainly need a column to get rid of all that shit. Getting rid of like 98% of it ain't good enough. Personally, I don't think the room temp/20 minute thing is anywhere near worth it, especially when one could just heat with 2 eqs of NaOAc and get about the same yield without the supertoxic catalyst. Avoid DMAP like the plague, hell even if one has good chromatography technique I can't see any reason why this is better when doing a yield/easiness/accessibility/toxicity analysis.

[euphoria2002]

Has anyone considered aspirin as a donor source for an acetyl group? ASA = acetylsalicylic acid
I've heard that it can degrade/decompose in boiling water. Maybe this means it's breaking down into some of it's components.... salicylate and some free acetyl groups?

I'm not a chemist, but this doesn't sound too far fetched. On the other hand, if it was that easy.... somebody would already have figured it out.

Euphoria

[robojunkie]

Has anyone considered aspirin as a donor source for an acetyl group? ASA = acetylsalicylic acid
I've heard that it can degrade/decompose in boiling water. Maybe this means it's breaking down into some of it's components.... salicylate and some free acetyl groups?

I'm not a chemist, but this doesn't sound too far fetched. On the other hand, if it was that easy.... somebody would already have figured it out.

Euphoria

Yes, there is already a long, tedious thread on it.

[euphoria2002]

Yes, there is already a long, tedious thread on it.

Soooorrrrrryyyy!

Euphoria

[HeidiW]

I like to see it when minds ponder ideas that they see as new. Who knows something may come of it.:D