Dimethoxyethane dimethyl ether

SAFETY PROFILE Stable in dry air at room temperature. It decomposes above 125° forming Al, H2, and lithium hydride. Very powerful reducer. Can ignite if pulverized even in a dry box. Reacts violendy with air, acids, alcohols, benzoyl peroxide, boron trifluoride etherate, (2-chloromethyl furan + ethyl acetate), diethylene glycol dimethyl ether, diethyl ether, 1,2-dimethoxyethane, dimethyl ether, methyl ethyl ether, (nitriles + H2O), perfiuorosuccinamide,... 

Ethylene glycol dimethyl ether (monoglyme) [110-71-4] M 90.1. See 1,2-dimethoxyethane on... 

Tetrahydrofuran may be purified by refluxing over solid potassium hydroxide, followed by distillation from lithium alu-miniun hydride. Tetrahydrofuran may be replaced by ethylene glycol dimethyl ether (dimethoxyethane). The submitter has indicated that either solvent may be freed conveniently from water, alcohols, and moderate amounts of peroxides by passing the commercial solvent through a column (2 in. diameter X 2-3 ft. length) of Linde Air Products Molecular Sieves (type 13A iQ- n. pellets), at a rate of approximately 100 ml. per minute. 

Before use, 1,2-dimethoxyethane (ethylene glycol dimethyl ether) was partially dried over anhydrous calcium chloride and then distilled from lithium aluminum hydride. It was stored over sodium ribbon. 

Dimethoxyethane (ethylene glycol dimethyl ether glyme) TBAPF6 213 49... 

The dimethyl ether of ethylene glycol (dimethoxyethane, Me O CH2 CH2 O Me, frequently referred to as DME or dimethyl cellosolve or glyme) has b.p. 85 °C/760mmHg, is miscible with water, is a good solvent and an excellent inert reaction medium. The diethyl ether of ethylene glycol (diethyl cellosolve) is partially miscible with water (21% at 20°C) and has b.p. 121.5 °C/760mmHg. 

The isolation and identification of hexaborane(lO) and decaborane(14) from the reaction of diborane(6) with lithium octahydropentaborate(—1) was reported by Geanangel and Shore 16>. Decaborane(14) was obtained in 25 to 30 per cent yields by refluxing 1,2-dimethoxyethane solutions of the reaction products 16,178) while hexaborane(lO) was conveniently isolated in 25 to 35 per cent yields when the reaction was conducted in dimethyl ether and the products were distilled from the reaction mixture at low temperature 176-179). The reaction was initially thought to involve the unsymmetrical cleavage of diborane(6) by the octahydro-pentaborate(—1) ion because the reaction stoichiometry appeared to be 1 B2H0 to 1 BsHi and both LiBEU and Bell 10 were found among the reaction products 16>. 

SYNS ACETALDEHYDE DIMETHYL ACETAL 1,1-DIMETHOXYETHANE pOT) DLMETHYL ALDEHYDE ETHYLIDENE DIMETHYL ETHER METHYL FORMYL... 

Monoglyme ethylene glycol dimethyl ether or 1,2-dimethoxyethane... 

Ethers, such as tetrahydrofuran and 1,2-dimethoxyethane, have low dielectric constants (7.4 and 7.2, respectively), and the choice of supporting electrolyte is very limited. The ethers are difficult to reduce and are inert toward many metalorganic reagents [243] that are soluble in the ethers. Ethers are thus suitable as medium for the anodic addition of Grignard reagents to olefins [420]. Dimethoxyethane and polyethylene glycol dimethyl ethers have the ability to solvate electrons [421]. Dissociation constants for some acids and the relative strength of some bases in THE has been determined [422]. 

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