Final answer:
The reaction that gives the ether in good yield is the one where a haloalkane with a suitable leaving group reacts with a metal alkoxide in the presence of a strong electron acceptor, such as AlCl3, or in coordination with an electron-deficient atom like boron, while considering the mild conditions typical for Williamson ether synthesis.
Step-by-step explanation:
The Williamson ether synthesis involves the reaction of a haloalkane with a metal alkoxide to form an ether. In determining which reaction would yield the ether effectively, one must consider the reactivity of the haloalkane and the strength of the Lewis acids and bases involved.
In reaction scenarios involving strong electron acceptors like AlCl3 and electron-deficient boron atoms, coordination with a suitable nucleophile such as an alkoxide or an ether oxygen atom can lead to successful nucleophilic substitution and subsequent ether formation. This mechanism is evident in the preparation of compounds, considering the affinity of aluminum or boron atoms for the lone pair electrons of nucleophiles.
For example, a monosubstituted alkyl halide could be produced by the addition of a hydrogen halide to an alkene, leading up to the subsequent conversion into an ether via the Williamson synthesis. Furthermore, the general conditions for this type of synthesis are often mild; however, other reactions like hydrogenation of alkenes with high pressures of H₂ gas and catalysts such as platinum or palladium, may require more extreme conditions.
Therefore, considering general principles and specific reaction mechanisms such as Lewis acid catalysis or nucleophilic substitution, one could deduce the most likely reactions to give the desired ether by scrutinizing the electrophilic and nucleophilic components of each reaction set provided.