In relation to a project I'm doing at university. I'm stumped on the mechanism of the reactions displayed here.
So the first is a rearrangement in sulphuric acid. Afterwards we added crushed ice (well, we add it TO crushed ice of course)
Now I don't have a scanner right here so I can't upload my sketches. But it was suggested to me that it might be easier if I flipped over the starting molecule left-to-right. (so the NOH group is on the right) He then suggested that perhaps the N forms a bond with the ring structure now to the left. This would be joined by a protonation of the O group wich would split off as water. I'm not sure this is entirely plausible.
I'm quite simply stumped on the reaction mechanism here, which is required for my presentation, well I need to at least have a plausible thought lets say.
Now as for the second reaction, it is done in presence of NaEtO in ethanol (dry), which I assume acts as a base and attacks the proton on NOH. This would then through resonance allow for the addition reaction of a nitrosobenzene. My question there is, what the hell happens to the O in the Ph-N=O that is added?
Any help would be most appreciated. I really am out of practice with this sort of thing.