PhCH2OCH2Ph

PhCH2OCH2Ph refers to dibenzyl ether, a symmetrical dialkyl ether in which two benzyl groups (PhCH2–) are joined by an oxygen atom. Its molecular formula is C14H14O, and it has a relatively high molecular weight for an ether. The structure is linear with two phenyl rings flanking a central ether linkage, giving it limited polarity and substantial hydrophobic character.

Dibenzyl ether can be prepared by the dehydration of benzyl alcohol under acidic conditions, a process that couples two benzyl units with loss of water. It can also be formed as a byproduct in reactions involving benzyl alcohols under strong acid catalysis. Because of its high boiling point and low polarity, it is often used as a high-boiling, nonpolar solvent in organic synthesis.

Physically, dibenzyl ether is a colorless liquid with low solubility in water and good solubility in many organic solvents such as ethers, chlorinated solvents, and aromatic hydrocarbons. It is relatively inert toward many reagents, but as with other ethers, it can form peroxides upon prolonged exposure to air, particularly in the presence of trace metals or heat, so proper storage under inert or controlled conditions is recommended. It is flammable and should be handled with appropriate precautions in a fume hood.

In addition to its role as a solvent, dibenzyl ether serves as an intermediate in the preparation of benzyl-protected alcohols and related benzyl derivatives. Its refractive and dielectric properties can influence its use in specialized formulations or chromatographic applications.