In the following question:
First the Cl will eliminate forming a double bond. After that the H+ attacks which has two possibilities, either the oxygen or the double bond. If it attacks the oxygen then the following carbocation will form:
which is resonance stabilised, tertiary, allylic carbocation hence highly stable. Now this carbocation attacks the benzene ring to form a 4 membered ring? Why can't this product be major?
Some of the reasons I believe are:
- The H+ attacks the double bond as it's more nucleophilic than lone pair of oxygen.
- Four membered ring is strained so it's a minor product.
I am not sure which one is true. The answer given in this book is 4th option.