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Merck
CN

47649

Formaldehyde dimethyl acetal

for Grignard reactions, ≥99.0% (GC)

Synonym(s):

Dimethoxymethane, Methylal

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About This Item

Linear Formula:
CH2(OCH3)2
CAS Number:
Molecular Weight:
76.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-714-2
Beilstein/REAXYS Number:
1697025
MDL number:
Assay:
≥99.0% (GC)
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InChI key

NKDDWNXOKDWJAK-UHFFFAOYSA-N

InChI

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

SMILES string

COCOC

assay

≥99.0% (GC)

reaction suitability

reaction type: Grignard Reaction

impurities

≤0.2% water

density

0.860 g/mL at 20 °C (lit.)

functional group

acetal, ether

Quality Level

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General description

Formaldehyde dimethyl acetal (FDA, FDMA, FADMA, dimethoxymethane, DMM, methylal) is a biodegradable dimethyl acetal. It has been synthesized by condensing formaldehyde with methanol in the presence of acid catalyst. It is ampiphilic in nature with low viscosity, surface tension and boiling point. It is a flammable, highly volatile solvent with excellent dissolving power. It is reported to form trimethylorthoformate by anodic methoxylation in basic methanol.

Application

Formaldehyde dimethyl acetal may be used in the following studies:
  • Synthesis of methoxymethyl (MOM) ethers.
  • As an external cross-linker to form microporous polymers.
  • Dehydration of biological samples for scanning electron microscopy (SEM).

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

-0.4 °F - closed cup

flash_point_c

-18 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品
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Calceolariaceae: floral development and systematic implications.
Mayr EM and Weber A.
American Journal of Botany, 93(3), 327-343 (2006)
Electrosynthesis of trimethylorthoformate on BDD electrodes.
Fardel R, et al.
J. Appl. Electrochem., 36(2), 249-253 (2006)
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)
Yuchuan Fu et al.
Chemical communications (Cambridge, England), (21)(21), 2172-2174 (2007-05-24)
Dimethoxymethane was synthesized from the direct oxidation of methanol with high conversion and selectivity over specially designed bifunctional V(2)O(5)/TiO2 catalysts with redox and enhanced acidic character, in which the surface acidity played an essential role for inhibiting the formation of

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