Help an idiot at organic chemistry.
It's been too long since I last tried to work out a mechanism, any help would be appreciated. It looks like it should be an easy one but I have had a mind blank (for the last twenty odd years it seams).
The reaction is:
It is benzoin being oxidised to benzil. First the nitric acid is added and heated for ten mins, which gives of nitrous oxides, and then water is added.
Any idea of the mechanism, It looks like it should be easy. On first looking at the position of the C=O and C-OH and with the addition of acid it screamed E1cB elimination, but I don't see how that could help make the product.
Does the H+ reduce the alcohol group making the C-OH bond more polar so the H20 can come in?
I can't work it out.[/img]