ChemistryGhost - 1-9-2012 at 19:56
I want to know if the product from the Fe3+ catalized oxidation of sesamol is an enolate. Is it an enolate? It's reacting with itself. Is it an aldol
condensation?
http://www.sciencedirect.com/science/article/pii/S0040403909...
triplepoint - 1-9-2012 at 20:24
I believe not. I think that an enolate requires a double bond between O and C. I believe that an aldol condensation also requires that you begin
with a double bond between O and C.
I am sure that you will receive more detailed answers form those more knowledgeable than I.
Siggebo - 1-9-2012 at 21:54
The first reaction step, you mean?
The Ar-OH ring you have there is actually an enol (ph-enol, eh?
) and it's
equilibrium is far to the enol side. The first step seems to be a conversion into the keto tautomer (with Fe3+ as acid catalyst) and then you have a
radical reaction, not an aldol-type reaction. You can tell by the "fish-hook" arrows, with one hook denoting one electron. Compare the two-hook
ordinary curly arrows indicating electron pair movement.
And do correct me if I'm wrong. It happens all the time.
ChemistryGhost - 2-9-2012 at 19:54
I was trying to ask if this particular molecule was an enol. It has no name. Let's call it 1-ketyl-3,4-Methylenedioxybenzene.
Siggebo - 4-9-2012 at 00:40
No, it is not. Enolates have a negative oxygen next to a C-C double bond.
ChemistryGhost - 4-9-2012 at 03:36
You're right. I missed that small detail. Thanks for the answers!
Cool!