Dimethoxyethane

Dimethoxyethane

IUPAC name	1,2-Dimethoxyethane
Other names	DME, glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve
Identifiers
CAS number	[110-71-4]
RTECS number	KI1451000
SMILES	COCCOC
Properties
Molecular formula	C₄H₁₀O₂
Molar mass	90. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to Registry of Toxic Effects of Chemical Substances ( RTECS) is a Database of Toxicity information compiled from the open scientific literature without reference A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 12 g/mol
Appearance	colorless liquid
Density	0. The density of a material is defined as its Mass per unit Volume: \rho = \frac{m}{V} Different materials usually have different 8683 g/cm³, liquid
Melting point	-58 °C
Boiling point	85 °C
Solubility in water	miscible
Hazards
EU classification	Flammable (F) Toxic (T) Repr. The melting point of a solid is the temperature range at which it changes state from solid to Liquid. The boiling point of a liquid is the temperature at which the Vapor pressure of the liquid equals the environmental pressure surrounding the liquid Solubility is the characteristic Physical property referring to the ability of a given substance the Solute, to dissolve in a Solvent. Water is a common Chemical substance that is essential for the survival of all known forms of Life. Council Directive 67/548/EEC of 27 June 1967 on the approximation of laws regulations and administrative provisions relating to the classification packaging and labelling Cat. 2
R-phrases	R60, R61, R11, R19, R20
S-phrases	S53, S45
Flash point	−2 °C
Related compounds
Related Ethers	Dimethoxymethane
Related compounds	Ethylene glycol 1,4-Dioxane
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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. R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. The flash point of a flammable liquid is the lowest Temperature at which it can form an ignitable mixture in air Ether is a class of Organic compounds which contain an ether group — an Oxygen Atom connected to two (substituted Alkyl Dimethoxymethane, also called methylal is a clear colorless flammable liquid with a low boiling point low Viscosity and an excellent dissolving power Ethylene glycol ( monoethylene glycol ( MEG) 12-ethanediol, IUPAC name: ethane-12-diol) is an Alcohol with two -OH In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly Ether is a class of Organic compounds which contain an ether group — an Oxygen Atom connected to two (substituted Alkyl A solvent is a liquid or gas that dissolves a solid liquid or gaseous Solute, resulting in a Solution. Dimethoxyethane is highly soluble in water. Solubility is the characteristic Physical property referring to the ability of a given substance the Solute, to dissolve in a Solvent. Water ( H2[[oxygen O]] H OH) is the most abundant Molecule on Earth 's surface composing of about 70% of the Earth's surface as

Dimethoxyethane is often used as a higher boiling alternative to diethyl ether and THF. Diethyl ether, also known as ether and ethoxyethane, is a clear colorless and highly Flammable liquid with a low Boiling point and a "THF" redirects here For other uses see THF (disambiguation. Dimethoxyethane forms chelate complexes with cations and acts as a bidentate ligand. Chelation is the binding or complexation of a bi- or multidentate Ligand. An ion is an Atom or Molecule which has lost or gained one or more Valence electrons giving it a positive or negative electrical charge In Chemistry, a ligand is either an Atom, Ion, or Molecule (see also Functional group) that bonds to a central metal generally It is therefore often used in organometallic chemistry like Grignard reactions, hydride reductions, and palladium catalyzed reactions like Suzuki reactions and Stille coupling. Organometallic chemistry is the study of Chemical compounds containing bonds between Carbon and a Metal. The Grignard reaction, named for the French chemist François Auguste Victor Grignard, is an organometallic Chemical reaction in which Alkyl - Palladium (pronounced \pəˈleɪdiəm\ is a rare and lustrous silvery-white metal that was discovered in 1803 by William Hyde Wollaston, who named it palladium after the Catalysis is the process in which the rate of a Chemical reaction is increased by means of a Chemical substance known as a catalyst The Suzuki reaction is the Organic reaction of an Aryl - or Vinyl - Boronic acid with an Aryl - or Vinyl - Halide The Stille reaction is a Chemical reaction coupling an Organotin compound with an sp2-hybridized organic Halide catalyzed by Palladium Dimethoxyethane is also a good solvent for oligo- and polysaccharides. An oligosaccharide is a Saccharide polymer containing a small number (typically three to ten of component sugars also known as Simple sugars. Polysaccharides are relatively complex Carbohydrates They are Polymers made up of many Monosaccharides joined together by Glycosidic bonds

The lowest energy form of dimethoxy ethane in the gas phase is the gauche, rather than the anti conformer

1 Production
2 Uses
3 References
4 External links

Production

Monoglyme be manufactured by a number of methods:^[1]

via the Williamson ether synthesis — reacting the sodium salt of 2-methoxyethanol (previously prepared by reaction with sodium) with chloromethane:

2 CH₃OCH₂CH₂OH + 2 Na → 2 CH₃OCH₂CH₂ONa + H₂↑

CH₃OCH₂CH₂ONa + CH₃Cl → CH₃OCH₂CH₂OCH₃ + NaCl

via the alkylation of 2-methoxyethanol with dimethyl sulfate
by the cleavage of ethylene oxide in presence of dimethyl ether. The Williamson ether synthesis was developed by Alexander Williamson in 1850. 2-Methoxyethanol, or methyl cellosolve is an Organic compound that is used mainly as a Solvent. Sodium (ˈsoʊdiəm is an element which has the symbol Na( Latin natrium, from Arabic natrun) atomic number 11 atomic mass 22 Chloromethane, also called Methyl chloride, R-40 or HCC 40 is a Chemical compound of the group of Organic compounds called Haloalkanes. Alkylation is the transfer of an Alkyl group from one Molecule to another Dimethyl sulfate is a Chemical compound with formula (CH3O2SO2 Dimethyl ether is the organic compound with the formula CH3OCH3 This reaction is catalyzed by Lewis acids (e. g. boron trifluoride or its complex with dimethyl ether). Boron trifluoride is the Chemical compound with the formula BF3 This route is not particularly selective and produces di- tri, tetra- and other glymes as a by-products. The reaction mixture is separated by distillation:

CH₃OCH₃ + CH₂CH₂O → CH₃OCH₂CH₂OCH₃

Uses

Together with a high-permittivity chemical (eg. Distillation is a method of separating Mixtures based on differences in their volatilities in a boiling liquid mixture Permittivity is a Physical quantity that describes how an Electric field affects and is affected by a Dielectric medium and is determined by the ability propylene carbonate), dimethoxyethane is used as the low-viscosity component of the solvent for electrolytes of lithium batteries. Propylene carbonate ( PC) also known as cyclic propylene carbonate, carbonic acid propylene ester, cyclic 12-propylene carbonate, Viscosity is a measure of the resistance of a Fluid which is being deformed by either Shear stress or Extensional stress. An electrolyte is any substance containing free Ions that behaves as an electrically conductive medium Lithium batteries are not to be confused with lithium-ion batteries which are high energy-density rechargeable batteries Lithium batteries are

References

^ Dimethoxyethane

External links

Dictionary

-noun

(organic chemistry) The dimethyl ether of ethylene glycol; it used as a solvent

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