Electra
Hazard to Others
Posts: 179
Registered: 11-12-2013
Member Is Offline
Mood: No Mood
|
|
Catalysts for the oxidation of amines to nitro compounds?
I was able to find a few various catalyst online but prices are simply ridiculous. What sort of creative oxidation procedures would you personally
consider for such a transformation? It doesn't seem to be one that can be overdone too incredibly much.
|
|
Methyl.Magic
Hazard to Others
Posts: 139
Registered: 14-5-2007
Member Is Offline
Mood: No Mood
|
|
maybe DMDO or oxone can do the job or some peracid but I think the only strong enough would be trifluoroperacetic acid.
IIRC nitric acid can do the job too,
Otherwise you can oxidise oxime instead of amines.
KMnO4 works also for certain amines but i dont remember which ones.
|
|
morsagh
Hazard to Others
Posts: 187
Registered: 20-2-2014
Member Is Offline
Mood: No Mood
|
|
chromates in acid are very good to this, you should try it.
|
|
Dr.Bob
International Hazard
Posts: 2736
Registered: 26-1-2011
Location: USA - NC
Member Is Offline
Mood: No Mood
|
|
This depends on what your substrate is, aromatic nitros are different than aliphatic ones. For aromatics, it is easy to go nitro to amine, much less
common to go the other way, but here is a link to an article here:
www.sciencemadness.org/talk/files.php?pid=143874&aid=692...
I would guess that making the N-oxide might be another product and/or intermediate in the process.
Oxidiations of amines are tough, as there are a number of possible products, with a nitro being one of the highest oxidiation states, but N-oxides,
imines, nitrosos, and many other compounds can be formed.
Don't know if it is possible to do a Sandmeyer type reaction with CuNO2 to get back to the nitro, but that would be an interestig trick.
|
|
Metacelsus
International Hazard
Posts: 2539
Registered: 26-12-2012
Location: Boston, MA
Member Is Offline
Mood: Double, double, toil and trouble
|
|
He's asking for a catalyst, not a stoichiometric reagent.
Wait . . . are you asking for a catalyst, or just a procedure?
|
|
Nicodem
|
Thread Moved 19-3-2014 at 13:02 |