Dimethoxyethane

"Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a clear, colorless, aprotic, and liquid ether that is used as a solvent. Dimethoxyethane is miscible with water."

"Dimethoxyethane is often used as a higher boiling alternative to diethyl ether and THF. Dimethoxyethane forms chelate complexes with cations and acts as a bidentate ligand. It is therefore often used in organometallic chemistry like Grignard reactions, hydride reductions, and palladium-catalyzed reactionslike Suzuki reactions and Stille coupling. Dimethoxyethane is also a good solvent for oligo- and polysaccharides."

"The lowest energy form of dimethoxyethane in the gas phase is the gauche, rather than the anti conformer."