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About This Item
Linear Formula:
CH2(OC2H5)2
CAS Number:
Molecular Weight:
104.15
UNSPSC Code:
12352112
NACRES:
NA.21
PubChem Substance ID:
EC Number:
207-330-6
Beilstein/REAXYS Number:
1697253
MDL number:
Assay:
99.7%
Bp:
87-88 °C (lit.)
Vapor pressure:
60 mmHg ( 25 °C)
Product Name
Diethoxymethane, 99.7%, contains 50-150 ppm BHT as stabilizer
InChI key
KLKFAASOGCDTDT-UHFFFAOYSA-N
InChI
1S/C5H12O2/c1-3-6-5-7-4-2/h3-5H2,1-2H3
SMILES string
CCOCOCC
vapor density
3.6 (vs air)
vapor pressure
60 mmHg ( 25 °C)
assay
99.7%
form
liquid
autoignition temp.
346 °F
contains
50-150 ppm BHT as stabilizer
expl. lim.
8 %
refractive index
n20/D 1.373 (lit.)
bp
87-88 °C (lit.)
mp
-66.5 °C
density
0.831 g/mL at 25 °C (lit.)
Quality Level
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Application
Diethoxymethane 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).
General description
Diethoxymethane (DEM) is a dialkoxymethane that can be synthesized by reacting ethanol and aqueous formaldehyde using macroporous cation-exchange resin Indion-130 as a catalyst. Infrared spectra of the conformers of DEM in various states have been obtained by matrix isolation infrared spectroscopy. The characteristic properties of DEM include low boiling point, low affinity for water, base stability and does not need drying for any reactions. Its infrared and Raman spectra have been reported.
signalword
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
Regulatory Information
危险化学品
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Conformations of diethoxymethane: matrix isolation infrared and ab Initio studies.
Venkatesan V, et al.
The Journal of Physical Chemistry A, 107(39), 7727-7732 (2003)
Infrared and Raman Spectra of Diethoxymethane and Diethoxymethane-d2.
Nukada K.
Bulletin of the Chemical Society of Japan, 34(11), 1624-1630 (1961)
Use of Diethoxymethane as a Solvent for Phase Transfer-Catalyzed O-Alkylation of Phenols.
Coleman MT and LeBlanc G.
Organic Process Research & Development, 14(3), 732-736 (2010)
Applications of diethoxymethane as a versatile process solvent and unique reagent in organic synthesis.
Boaz NW and Venepalli B.
Organic Process Research & Development, 5(2), 127-131 (2001)
Reaction of ethanol and formaldehyde: use of versatile cation-exchange resins as catalyst in batch reactors and reactive distillation columns.
Chopade SP and Sharma MM.
Reactive functional Polymers, 32(1), 53-65 (1997)
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