The Vespiary

The Hive => Chemistry Discourse => Topic started by: claude on September 01, 2004, 12:04:00 PM

Title: Oxydation of alkenes catalysed with silver
Post by: claude on September 01, 2004, 12:04:00 PM

I know that industrially, glycol (1,2-ethandiol) OH-CH2-CH2-OH is produced by oxydation of ethylene by atmospheric O2, in presence of silver as catalyst. But it seems that this reaction is only used with one alkene : ethylene. Do you know if this reaction can be applied to other alkenes, or why it can't ?

Title: Aerobic Alkene Oxidation
Post by: Rhodium on September 01, 2004, 05:29:00 PM

But it seems that this reaction is only used with one alkene : ethylene. Do you know if this reaction can be applied to other alkenes, or why it can't?

For a similar reaction catalyzed by DMSO instead of silver, check out

Post 451720 (https://www.thevespiary.org/talk/index.php?topic=12241.msg45172000#msg45172000)

(Rhodium: "Isosafrole to MDP2P by auto-oxidation!", Novel Discourse)

The O₂ Wacker Oxidation is also similar, in that it uses a noble metal catalyst to oxidize alkenes with oxygen:

https://www.thevespiary.org/rhodium/Rhodium/chemistry/dmfo2wacker.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/dmfo2wacker.html)

https://www.thevespiary.org/rhodium/Rhodium/chemistry/wacker.krv.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/wacker.krv.html)