47675
Formaldehyde diethyl acetal
absolute, over molecular sieve (H2O ≤0.01%), ≥99.0% (GC)
Synonym(s):
Diethoxymethane, Ethylal
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About This Item
Linear Formula:
CH2(OC2H5)2
CAS Number:
Molecular Weight:
104.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-330-6
Beilstein/REAXYS Number:
1697253
MDL number:
Assay:
≥99.0% (GC)
Technique(s):
GC/GC: suitable
Bp:
87-88 °C (lit.)
Vapor pressure:
60 mmHg ( 25 °C)
vapor density
3.6 (vs air)
Quality Segment
vapor pressure
60 mmHg ( 25 °C)
grade
absolute
assay
≥99.0% (GC)
form
liquid
autoignition temp.
346 °F
quality
over molecular sieve (H2O ≤0.01%)
technique(s)
GC/GC: suitable
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.)
functional group
ether
SMILES string
CCOCOCC
InChI
1S/C5H12O2/c1-3-6-5-7-4-2/h3-5H2,1-2H3
InChI key
KLKFAASOGCDTDT-UHFFFAOYSA-N
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.
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.
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Danger
hcodes
Hazard Classifications
Flam. Liq. 2
Storage Class
3 - Flammable liquids
wgk
WGK 1
flash_point_f
23.0 °F - closed cup
flash_point_c
-5 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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