Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

47675

Sigma-Aldrich

Formaldehyde diethyl acetal

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

Synonym(s):

Diethoxymethane, Ethylal

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH2(OC2H5)2
CAS Number:
462-95-3
Molecular Weight:
104.15
Beilstein:
1697253
EC Number:
207-330-6
MDL number:
MFCD00009246
UNSPSC Code:
12352100
PubChem Substance ID:
57651078
NACRES:
NA.22

vapor density

3.6 (vs air)

Quality Level

100

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%)

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.)

SMILES string

CCOCOCC

InChI

1S/C5H12O2/c1-3-6-5-7-4-2/h3-5H2,1-2H3

InChI key

KLKFAASOGCDTDT-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

23.0 °F - closed cup

Flash Point(C)

-5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Metastable decompositions of gem-dialkoxyalkanes upon electron impact. III. Diethoxymethane (CH2 (OCH2CH3)2).
Tajima S, et al.
Rapid Communications in Mass Spectrometry, 14(14), 1195-1199 (2000)
Study on the synthesis of diethoxy methane using toluene-p-sulfonic acid as catalyst.
Gu Z, et al.
Chinese Journal of Applied Chemistry / Ying Yong Hua Xue, 22(12), 1368-1368 (2005)
Solubility of non polar gases in formaldehyde diethyl acetal between-10 and 30?C, and 1 Atm partial pressure of gas.
Lizano LP, et al.
Journal of Solution Chemistry, 19(7), 721-728 (1990)
Use of Diethoxymethane as a Solvent for Phase-Transfer Esterification of Carboxylic Acids.
Coleman MT.
Synthetic Communications, 42(13), 1911-1913 (2012)
NMR spectroscopy of organolithium compounds, Part XVI: The aggregation behavior of butyllithium, phenyllithium, and lithium diisopropylamide in dimethoxy-and diethoxymethane.
Bergander K, et al.
Tetrahedron, 50(20), 5861-5868 (1994)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service