D134651
Dimethoxymethane
ReagentPlus®, 99%
Synonym(s):
Formaldehyde dimethyl acetal, Methylal
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About This Item
Recommended Products
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
Related Categories
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
Signal Word
Danger
Hazard Statements
Precautionary 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.
Acta Chemica Scandinavica, 27(9), 3271-3276 (1973)
A photoacoustic study on Dimethoxymethane.
AIP Conference Proceedings, 1004, 191-191 (2008)
A new strategy to microporous polymers: knitting rigid aromatic building blocks by external cross-linker.
Macromolecules, 44(8), 2410-2414 (2011)
An efficient protocol for the preparation of MOM ethers and their deprotection using zirconium (IV) chloride.
Tetrahedron Letters, 45(50), 9229-9232 (2004)
Carbohydrate research, 340(5), 853-862 (2005-03-23)
The rotational barrier for a methyl group at the end of an anomeric system is sometimes lower than we might have anticipated. Thus, in the trans-trans conformation of dimethoxymethane, the barrier to methyl rotation is calculated (B3LYP/6-311++G(2d,2p)) to be 2.22
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