Hydrolysis Of Vinyl Ether Mechanism

The reaction is first order in ethyl vinyl ether and first order in hy.

Hydrolysis of vinyl ether mechanism.

The unimolecular s n 1 mechanism proceeds via a carbocation provided that the carbocation can be adequately stabilized. From what i can tell you are having more trouble with the acidic hydrolysis of an enol ether to an aldehyde. S n 1 ether cleavage. For reproduction of material from njc.

In the example the oxygen atom in methyl tert butyl ether is reversibly protonated. The journal of organic chemistry 1997 62 22. As has been pointed out by some comments your proposed mechanism is not really possible. Xx with permission from the centre national de la recherche scientifique cnrs and the royal society of chemistry.

Direct synthesis of cyclic ketals of acetophenones by palladium catalyzed arylation of hydroxyalkyl vinyl ethers. Chemistry of heterocyclic compounds 1986 22 10. The two methods give identical rate constants. Vinyl mathrm sp 2 cations are very unstable and an mathrm s n1 type dissociation of meoh is very unlikely.

The kinetics of the acid catalysed hydrolysis of ethyl vinyl ether in aqueous solution have been measured by following the disappearance of the ether and by following the appearance of acetaldehyde.