Which of the following reagents is typically used to cleave an ethereal linkage (C-O-C)?

Step-by-step solution

Ethers are generally unreactive towards bases, oxidizing agents, and reducing agents. They undergo cleavage of the C-O-C bond only under vigorous conditions with excess of strong acids. The cleavage of ethers is typically carried out using hydrohalic acids such as concentrated HI or HBr at high temperatures. The reaction proceeds via the protonation of the ether oxygen, followed by the nucleophilic attack of the halide ion ( I ⁻ or Br ⁻ ) on the alkyl group, resulting in the formation of an alkyl halide and an alco