Fetizon's reagent - Oxidation of alcohol to aldehyde - Optimal?
Oxidation of alcohol to aldehyde
1.quote
DJF90
http://www.sciencemadness.org/talk/viewthread.php?tid=13356#...
'best approach would be to use a reagent that won't oxidise your alcohol further than the desired aldehyde....
Examples of alternative reagents are AgCO3/Celite (Fetizon's reagent),...'
2.quote:
Silver carbonate, Ag2CO3 precipitated on Celite is called Fetizon's reagent. It is used to oxidize primary and secondary alcohols to aldehydes and
ketones respectively under mild and neutral conditions on small scale. The Ag+ ion is reduced to metallic Ag0.
Refluxing Ag2CO3 on Celite with primary alcohol in neutral apolar solvents,
distill aldehyde and recover silver
(https://www.adichemistry.com/organic/organicreagents/fetizon...)
mechanism
https://upload.wikimedia.org/wikipedia/commons/e/e0/Fetizon%...
question:
1) with neutral apolar solvents they mean a low Dielectric constant or Dipole moment?
2) this Fetizon's reagent can only be used on small scale?
3)oxidation agents will overoxidize alcohol to carboxylic acid, this wont happen with Fetizon's reagent?
4) is Fetizon's reagent the best OTC mechanism from alcohol to aldehyde?
for my experiment I want to oxidize
1-propanol to propanal
the usual method with hard to aquire chromium components produces toxic waste.
I also dont want to handle any bromium components.
All other methods listed in other threads need hard to aquire chemicals.
kmno4 will most likely overoxidize alcohols....
I cant find any posts about this Fetizon method on the SM forums with a primary alcohol to
aldehyde, whats the catch?
does this really work with good yields?
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