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D134651

Sigma-Aldrich

Dimethoxymethane

ReagentPlus®, 99%

Synonym(s):

Formaldehyde dimethyl acetal, Methylal

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About This Item

Linear Formula:
CH2(OCH3)2
CAS Number:
Molecular Weight:
76.09
Beilstein:
1697025
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

2.6 (vs air)

Quality Level

vapor pressure

6.38 psi ( 20 °C)

product line

ReagentPlus®

Assay

99%

form

liquid

autoignition temp.

459 °F

expl. lim.

17.6 %

refractive index

n20/D 1.354 (lit.)

bp

41-42 °C (lit.)

mp

−105 °C (lit.)

density

0.86 g/mL at 25 °C (lit.)

SMILES string

COCOC

InChI

1S/C3H8O2/c1-4-3-5-2/h3H2,1-2H3

InChI key

NKDDWNXOKDWJAK-UHFFFAOYSA-N

General description

Dimethoxymethane (DMM, methylal) is a biodegradable dimethyl acetal. It can be synthesized by acid catalyzed condensation of formaldehyde with methanol. It is amphiphilic in nature with low viscosity, surface tension and boiling point. It is a flammable, highly volatile solvent with good dissolving power. DMM is considered as a potential alternative fuel and fuel additive due to its high oxygen content and its ability to enhance the combustion characteristics of diesel and petrol. Its thermal diffusivity has been determined by photoacoustic method. Analysis of the molecular structure of DMM by electron diffraction technique shows that it has C2 symmetry with a gauche-gauche conformation.

Application

Dimethoxymethane (Formaldehyde dimethyl acetal) may be used in the synthesis of methoxymethyl (MOM) ethers. It may also be used as an external cross-linker to form microporous polymers.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-0.4 °F - closed cup

Flash Point(C)

-18 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The molecular structure of dimethoxymethane.
Astrup EE.
Acta Chemica Scandinavica, 27(9), 3271-3276 (1973)
A photoacoustic study on Dimethoxymethane.
Bama GK and Ramachandran K.
AIP Conference Proceedings, 1004, 191-191 (2008)
Scandium trifluoromethanesulfonate as a recyclable catalyst for efficient methoxymethylation of alcohols.
Karimi B and Ma'mani L.
Tetrahedron Letters, 44(32), 6051-6053 (2003)
Highly efficient and selective methoxymethylation of alcohols and phenols catalyzed by high-valent tin (IV) porphyrin.
Gharaati S, et al.
Inorgorganica Chimica Acta, 363(9), 1995-2000 (2010)
An efficient protocol for the preparation of MOM ethers and their deprotection using zirconium (IV) chloride.
Sharma GVM, et al.
Tetrahedron Letters, 45(50), 9229-9232 (2004)

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