Ethers undergo bond cleavage upon reacting with acids and give alkyl halide and alcohol as products.
Cyclic ethers will also undergo bond cleavage but will form only one molecule containing both hydroxyl and halide functional groups.
Molecular composition of this reaction is equally important. The reaction is processed with equimolar amounts of both, the acid and the ether. Excess amount of the acid leads to further dehydration of the alcohol giving a di-halogenated molecule as final product.