Sciencemadness Discussion Board

Dimethylglyoxime to Glyoxime

APO - 16-3-2013 at 11:18

Can I make just plain Glyoxime from Dimethylglyoxime?

AndersHoveland - 20-3-2013 at 16:48

Short answer: No.

Long answer: if you were planning on forming the furazan, you might be able to oxidize the two methyl groups to carboxyl groups, and then decarboxylate the compound during nitration.

Catalytic vapor phase oxidation of acetone to acetaldehyde is possible (with copper foil),
http://lecturedemos.chem.umass.edu/chemReactions5_4.html

so I would think the same might be possible with diacetyl (butane-2,3-dione) to get glyoxal, though I suspect the yields might not be very good.


I do not think this topic belongs in Energetic Materials. Moderators, please move it to beginnings, or Organic Chemistry.

[Edited on 21-3-2013 by AndersHoveland]

madscientist - 26-3-2013 at 16:50

Quote: Originally posted by AndersHoveland  
Short answer: No.

Long answer: if you were planning on forming the furazan, you might be able to oxidize the two methyl groups to carboxyl groups, and then decarboxylate the compound during nitration.

Catalytic vapor phase oxidation of acetone to acetaldehyde is possible (with copper foil),
http://lecturedemos.chem.umass.edu/chemReactions5_4.html

so I would think the same might be possible with diacetyl (butane-2,3-dione) to get glyoxal, though I suspect the yields might not be very good.


Good luck oxidizing methyls without affecting the oxime.

Vapor phase oxidation of diacetyl is a great idea if the plan is to make tar, while filling the air with the fragrance of cancer and butter. You can just buy glyoxal.

http://www.basf.de/basf2/img/produkte/intermed/produkte/glyo...
Quote:
Glyoxal has very good temperature stability; there is no decomposition
until temperatures exceed 150 degrees C (onset of exothermal reaction).


You need to spend a lot more time in the lab before posing as some kind of authority on chemistry. Hazard to other members, indeed. :P