Predict the products of E1 elimination of the following

Solution 60SP

Step 1

The E1 is called unimolecular elimination reaction because the rate-limiting transition state involves a single molecular rather than a collision between two molecules. In the first step (it is a slow step), the substrate ionizes into carbocation. In the second step, base abstracts proton from adjacent to the carbocation to form two different alkenes. Here, more substituted alkene is a major product and less substituted alkene is a minor product.

(a) The substrate can be ionized into carbocation and bromide ion.