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Merck
CN

538280

Diethoxymethane

99.7%, contains 50-150 ppm BHT as stabilizer

Synonym(s):

Formaldehyde diethyl acetal, Diethoxymethane, Ethylal

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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)
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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.

pictograms

Flame

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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