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47675 Aldrich

Formaldehyde diethyl acetal

absolute, over molecular sieve (H2O ≤0.01%), ≥99.0% (GC)

Synonym: Diethoxymethane, Ethylal

  • CAS Number 462-95-3

  • Linear Formula CH2(OC2H5)2

  • Molecular Weight 104.15

  •  Beilstein Registry Number 1697253

  •  EC Number 207-330-6

  •  MDL number MFCD00009246

  •  PubChem Substance ID 57651078

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Properties

Related Categories Acetals/Ketals/Ortho Esters, Building Blocks, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds More...
vapor density   3.6 (vs air)
vapor pressure   60 mmHg ( 25 °C)
InChI Key   KLKFAASOGCDTDT-UHFFFAOYSA-N
grade   absolute
assay   ≥99.0% (GC)
autoignition temp.   346 °F
quality   over molecular sieve (H2O ≤0.01%)
refractive index   n20/D 1.373(lit.)
  n20/D 1.374
bp   87-88 °C(lit.)
density   0.831 g/mL at 25 °C(lit.)

Description

Packaging

100, 500 mL in Sure/Seal™

Application

Formaldehyde diethyl acetal may be used as a solvent in the esterification of carboxylic acids and in the O-alkylation of a variety of phenols.

General description

Formaldehyde diethyl acetal (FDEA, diethoxymethane, DEM) is a diethyl acetal. It has been synthesized from ethanol and aqueous formaldehyde. It is a low boiling solvent useful for sodium hydride reactions, organolithium chemistry, copper-catalyzed conjugate additions and phase-transfer reactions. It is a potential alternate for tetrahydrofuran, dichloromethane, glyme and methylal. DEM is an ethoxymethylating agent, a formaldehyde equivalent and a carbonylation substrate. Its condensation with 2-propylresorcinol to form resorcin[n]arenes (n=4–7) has been investigated. The IR and Raman spectra and conformations of DEM have been studied. NMR spectroscopy has been used to study the aggregation behavior of organolithium compounds in diethoxymethane. Unimolecular metastable decomposition of DEM upon electron impact has been studied. Solubility of non-polar gases in DEM has been evaluated.

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Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2373 3 / PGII
WGK Germany 
1
RTECS 
PA8500000
Flash Point(F) 
23 °F
Flash Point(C) 
-5 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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