Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: Dimethylglyoxime to Glyoxime
APO
National Hazard
****




Posts: 627
Registered: 28-12-2012
Location: China Lake
Member Is Offline

Mood: Refluxing

[*] posted on 16-3-2013 at 11:18
Dimethylglyoxime to Glyoxime


Can I make just plain Glyoxime from Dimethylglyoxime?



"Damn it George! I told you not to drop me!"
View user's profile View All Posts By User
AndersHoveland
Hazard to Other Members, due to repeated speculation and posting of untested highly dangerous procedures!
*****




Posts: 1986
Registered: 2-3-2011
Member Is Offline

Mood: No Mood

[*] posted on 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]
View user's profile Visit user's homepage View All Posts By User
ScienceSquirrel
International Hazard
Thread Moved
22-3-2013 at 08:37
madscientist
National Hazard
****




Posts: 962
Registered: 19-5-2002
Location: American Midwest
Member Is Offline

Mood: pyrophoric

[*] posted on 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




I weep at the sight of flaming acetic anhydride.
View user's profile View All Posts By User

  Go To Top