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Dimethoxyethane
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==Applications as solvent and ligand== [[file:NbCl3(dme)(hexyne).png|thumb|left|144px|Structure of the [[coordination complex]] NbCl<sub>3</sub>(dimethoxyethane)(3-hexyne).<ref>{{cite journal |doi=10.1021/ja8100837|title=New Tantalum Ligand-Free Catalyst System for Highly Selective Trimerization of Ethylene Affording 1-Hexene: New Evidence of a Metallacycle Mechanism|year=2009|last1=Arteaga-Müller|first1=Rocío|last2=Tsurugi|first2=Hayato|last3=Saito|first3=Teruhiko|last4=Yanagawa|first4=Masao|last5=Oda|first5=Seiji|last6=Mashima|first6=Kazushi|journal=Journal of the American Chemical Society|volume=131|issue=15|pages=5370–5371|pmid=20560633}}</ref>]] Together with a high-[[permittivity]] solvent (e.g. [[propylene carbonate]]), dimethoxyethane is used as the low-[[viscosity]] component of the solvent for [[electrolyte]]s of [[lithium battery|lithium batteries]]. In the laboratory, DME is used as a coordinating solvent. Dimethoxyethane is often used as a higher-boiling-point alternative to [[diethyl ether]] and [[tetrahydrofuran]]. Dimethoxyethane acts as a bidentate [[ligand]] for some metal cations. It is therefore often used in [[organometallic chemistry]]. [[Grignard reaction]]s and [[Reductions with metal alkoxyaluminium hydrides|hydride reduction]]s are typical application. It is also suitable for [[palladium-catalyzed reactions]] including [[Suzuki reaction]]s and [[Stille coupling]]s. Dimethoxyethane is also a good solvent for [[oligosaccharides|oligo]]- and [[polysaccharide]]s. [[Sodium naphthalide]] dissolved in dimethoxyethane is used as a [[PTFE]] etching solution that removes fluorine atoms from the surface, which get replaced by oxygen, hydrogen, and water. This physically etches the surface as well to prepare the surface for better adhesion.<ref>{{cite web |title=Tetra-Etch FAQ |url=https://weiserindustries.com/tetra-etch-faq |website=Weiser Industries USA Inc. |access-date=29 March 2023}}</ref>
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