Dimethoxymethane

Base Information

• Chemical Name: Dimethoxymethane
• CAS No.: 109-87-5
• Molecular Formula: C3H8O2
• Molecular Weight: 76.0953
• Hs Code.: 2911 00 00
• European Community (EC) Number: 203-714-2
• ICSC Number: 1152
• UN Number: 1234
• UNII: 7H1M4G2NUE
• DSSTox Substance ID: DTXSID1025564
• Nikkaji Number: J3.250F
• Wikipedia: Dimethoxymethane
• Wikidata: Q411496
• Metabolomics Workbench ID: 56949
• ChEMBL ID: CHEMBL15537
• Mol file: 109-87-5.mol

Synonyms:dimethoxymethane;methylal

Chemical Property of Dimethoxymethane

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 364.565mmHg at 25°C
• Melting Point: -105 °C
• Refractive Index: n20/D 1.354
• Boiling Point: 45.238 °C at 760 mmHg
• PKA: 3.1[at 20 ℃]
• Flash Point: -18 °C
• PSA: 18.46000
• Density: 0.86 g/cm³
• LogP: 0.23670
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: 32.3 g/100 mL (16°C)
• Water Solubility.: 32.3 g/100 mL (16 ºC)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 76.052429494
• Heavy Atom Count: 5
• Complexity: 12.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Dimethoxymethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-19-36-36/37/38
• Safety Statements: 16-26-33-7/9-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Acetals
• Canonical SMILES: COCOC
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract. The substance may cause effects on the central nervous system. Exposure far above the OEL could cause unconsciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Physical properties: Dimethoxymethane appears as a clear colorless liquid with a pungent, chloroform-like odor. Flash point 0°F. Boiling point 42.3°C. Density 0.864 g / cm3 at 68°F (20°C). Vapors heavier than air.
• Uses: Dimethoxymethane (Methylal) is a valuable extraction solvent for pharmaceutical products and a stable, inexpensive solvent for Grignard reactions. Methylal is stable under alkaline and mild acidic conditions. Its dissolving ability is stronger than ether, acetone, and methanol and azeotrope can dissolve nitrocellulose with high nitrogen content. Dimethoxymethane is mainly used in the production of anion-exchange resins, and also as solvents and special fuels.

Technology Process of Dimethoxymethane

There total 170 articles about Dimethoxymethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

Dimethyl ether (115-10-6,157621-61-9) → methanol (67-56-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + Dimethoxymethane (109-87-5) + Methyl formate (107-31-3)

Guidance literature:

With nitrogen; oxygen; at 239.84 ℃; Conversion of starting material;

Reference yield: 30.0%

methanol (67-56-1) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + Dimethoxymethane (109-87-5) + Dimethyl ether (115-10-6,157621-61-9)

Guidance literature:

With oxygen; at 169.84 ℃; under 760.051 Torr; Inert atmosphere;

DOI:10.1039/c4ra16727a

Reference yield: 28.0%

methanol (67-56-1) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + Dimethoxymethane (109-87-5)

Guidance literature:

With oxygen; at 159.84 ℃; under 760.051 Torr; Temperature; Inert atmosphere;

DOI:10.1039/c4ra16727a

upstream raw materials:

methanol

formaldehyd

di-n-butyloxymethane

formaldehyde-[bis-(2-methyl-butyl)-acetal]

Downstream raw materials:

β-Methoxyethyl-methyl-formal

1-(2-methoxy-ethoxy)-2-methoxymethoxy-ethane

1,3-bis(2-pyridyl)propane

1,3-dimethoxy-1-phenylpropane

Refernces

• 1、 Yoboue, Anthony,Susset, Audrey,Tougerti, Asma,Gallego, Daniel,Ramani, Sudarsan Venkat,Kalyanikar, Malathi,Dolzhnikov, Dmitriy S.,Wubshet, Sileshi G.,Wang, Yilun,Cristol, Sylvain,Briois, Valerie,La Fontaine, Camille,Gauvin, Regis. M.,Paul, Jean-Franois,Berrier, Elise. "An easily accessible Re-based catalyst for the selective conversion of methanol: Evidence for an unprecedented active site structure through combined operando techniques". . p. 4285 - 4287. Retrieved 2011.
• 2、 Grunewald, Gerald C.,Drago, Russell S.. "Carbon molecular sieves as catalysts and catalyst supports". . p. 1636 - 1639. Retrieved 1991.
• 3、 Danov,Kolesnikov,Logutov. "Kinetic relationships in synthesis of dimethoxymethane". . p. 1994 - 1996. Retrieved 2004.
• 4、 Wu, Liubi,Li, Bolong,Zhao, Chen. "Direct Synthesis of Hydrogen and Dimethoxylmethane from Methanol on Copper/Silica Catalysts with Optimal Cu+/Cu0 Sites". . p. 1140 - 1147. Retrieved 2018.
• 5、 Blaedel,Ogg,Leighton. "". . p. 2500. Retrieved 1942.
• 6、 Royer, Sebastien,Secordel, Xavier,Brandhorst, Markus,Dumeignil, Franck,Cristol, Sylvain,Dujardin, Christophe,Capron, Mickael,Payen, Edmond,Dubois, Jean-Luc. "Amorphous oxide as a novel efficient catalyst for direct selective oxidation of methanol to dimethoxymethane". . p. 865 - 867. Retrieved 2008.
• 7、 Adhikari, Surya,Li, Xiaohua,Zhu, Jianglong. "Studies of S -But-3-ynyl and gem -dimethyl S -But-3-ynyl thioglycoside donors in gold-catalyzed glycosylations". . p. 336 - 359. Retrieved 2013.
• 8、 Rasuwaew,Wasileiskaja. "". . . Retrieved 1956.
• 9、 Jiang, Tao,Liu, Chang-Jun,Fan, Guo-Liang. "Conversion of dimethyl ether to diesel fuel additives via dielectric barrier discharges". . p. 322 - 323. Retrieved 2001.
• 10、 Richter,Fait,Eckelt,Schneider,Radnik,Heidemann,Fricke. "Gas-phase carbonylation of methanol to dimethyl carbonate on chloride-free Cu-precipitated zeolite Y at normal pressure". . p. 11 - 24. Retrieved 2007.