462-95-3 Usage
Description
Diethoxymethane (DEM) is a versatile organic compound that serves as a cost-effective replacement solvent for monoglyme and methylal. It is stable under alkaline conditions but can be cleaved by strong acids. DEM is a valuable chemical intermediate in various organic synthesis reactions and has a wide range of applications across different industries.
Uses
Used in Chemical Synthesis:
DEM is used as a chemical intermediate for its ability to act as an ethoxymethylating reagent for alcohols and phenols. It also serves as a source for formaldehyde in organic synthesis, making it a valuable component in the production of various chemicals.
Used in Lithium Batteries:
Diethoxymethane is used as a solvent in lithium batteries with nonaqueous electrolytes, contributing to their performance and efficiency.
Used in Polymer Industry:
DEM is utilized as a solvent for polymeric materials, aiding in the processing and manufacturing of various polymer-based products.
Used as a Fuel Additive:
Diethoxymethane is employed as a fuel additive to improve the characteristics and performance of fuels in different applications.
Used in Solvent Replacement:
DEM may be used as a substitute solvent to dichloromethane and toluene in the O-alkylation of different phenols in the presence of phase transfer catalysts (PTCs), offering an environmentally friendly alternative for certain chemical processes.
Synthesis Reference(s)
Synthetic Communications, 25, p. 3939, 1995 DOI: 10.1080/00397919508011470
Air & Water Reactions
Highly flammable. Soluble in water.
Reactivity Profile
DIETHOXYMETHANE, an acetal, is incompatible with strong oxidizing agents and acids. Breaks down to formaldehyde and ethanol in acidic solutions.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and Explosibility
Highlyflammable
Safety Profile
Moderately toxic by
ingestion. Flammable when exposed to heat
or flame; can react vigorously with oxidizers.
When heated to decomposition it emits
acrid smoke and irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 462-95-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,6 and 2 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 462-95:
(5*4)+(4*6)+(3*2)+(2*9)+(1*5)=73
73 % 10 = 3
So 462-95-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H12O2/c1-3-6-5-7-4-2/h3-5H2,1-2H3
462-95-3Relevant articles and documents
Thumm,B.A.,Tryon,S.
, p. 2999 - 3002 (1964)
Enhanced Hydrogenation of Carbon Dioxide to Methanol by a Ruthenium Complex with a Charged Outer-Coordination Sphere
Erickson, Jeremy D.,Linehan, John C.,Preston, Andrew Z.,Wiedner, Eric S.
, p. 7419 - 7423 (2020/07/21)
We report the hydrogenation of CO2 to MeOH by a Ru(triphos) catalyst containing a cationic tetraalkylammonium moiety in the outer coordination sphere. This catalyst affords higher TON and TOF values for MeOH than isostructural catalysts with neutral phosphine ligands. Kinetic data from operando NMR spectroscopy studies indicate the improvement in MeOH production arises from a 12-fold enhancement in the rate of hydrogenation of the transient formaldehyde intermediate. These results provide insight into the catalyst characteristics that promote MeOH formation.
Effect of the Nature of the Catalyst on Catalytic Activity and Selectivity in the Formaldehyde Hydrogenation
Tarasov
, p. 1670 - 1674 (2018/09/13)
The effect the nature of the carrier and supported metal on the activity and selectivity of the catalyst in the reaction of formaldehyde hydrogenation to methanol is studied. The formation of such oxygenates as ethanol, formic acid, and diethyl formal is observed. It is found that ethanol forms on Fe-containing alloyed catalyst, while formic acid forms on the catalysts containing Au. Thermodynamic calculations are performed for a series of side reactions that confirm the formation of the resulting oxygenates.