When 5-bromo-1,2-epoxypentane is treated with magnesium turnings in dry ether followed by acidic hydrolysis, the major organic product formed is:

Step-by-step solution

The reaction proceeds via the formation of a Grignard reagent followed by an intramolecular nucleophilic attack. 1. Magnesium inserts into the primary C-Br bond of 5-bromo-1,2-epoxypentane to form the Grignard reagent, 5-(bromomagnesio)-1,2-epoxypentane. 2. The nucleophilic carbon (C5) can attack the epoxide intramolecularly. There are two possible sites for attack: - Attack at the less substituted carbon (C1) of the epoxide opens the ring to form a 5-membered cyclic alkoxide. - Attack at the more substituted carbo