Synthesis of dimethoxymethane (methylal)

Preparation of dimethoxymethane

Dimethoxymethane is prepared by the following procedure:

Preparation of dimethoxymethane (methylal)

Preparation of dimethoxymethane (methylal)

A mixture of 250 g of methyl alcohol, containing 1 % of anhydrous hydrogen chloride and 100 g of paraformaldehyde, is refluxed at 40-50° C for 6 hours, and then the reaction mixture is allowed to stand overnight. The pH is adjusted to neutral by the addition of alkaline and the mixture is then fractionally distilled. Dimethoxymethane is a colorless volatile liquid, d=0.855, boiling point 42° C. Dimethoxymethane is readily soluble in water.

Organic medical chemicals, by M. Barrowliff, 15, 1921

IUPAC Name

dimethoxymethane

InChI

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

InChI Key

NKDDWNXOKDWJAK-UHFFFAOYSA-N

Canonical SMILES

COCOC

MeSH Synonyms

dimethoxymethane, methylal

Depositor-Supplied Synonyms

Dimethoxymethane, METHYLAL, Formal, Methane, dimethoxy-, Formaldehyde dimethyl acetal, Dimethyl formal, 109-87-5, Anesthenyl, 2,4-Dioxapentane, Bis(methoxy)methane, Methylene dimethyl ether, Methoxymethyl methyl ether, Metylal, Formaldehyde methyl ketal, Dimethoxy methane, Metylal [Polish], bis(methyloxy)methane, Formaldehyde dimethylacetal, Methylene glycol dimethylether, CHEBI:48341, HSDB 1820, NKDDWNXOKDWJAK-UHFFFAOYSA-N, EINECS 203-714-2, UN1234, AI3-16096, Dimethylformal, Dimethoxy-Methane, Methylenedioxydimethane, Dimethylformal (DMFL), Dimethoxymethane, 98%, Dimethylacetal formaldehyde, Formaldehyde dimethyl ether, UNII-7H1M4G2NUE, AC1L1Q2X, AC1Q4GD8, 7H1M4G2NUE, KSC176I4F, 47649_ALDRICH, 47676_ALDRICH, CHEMBL15537, ACMC-20994n, (CH3O)2CH2, CCRIS 9397, Methylene Glycol Dimethyl Ether, 47649_FLUKA, 47676_FLUKA, 88789_FLUKA, CTK0H6442, D134651_SIAL, MolPort-003-934-233, LTBB001068, ANW-16101, AR-1J0878, LS-491, ZINC02005853, AKOS000120977, RP18355, RTR-031942, UN 1234, Methylal [UN1234] [Flammable liquid], AN-22581, CJ-31011, KB-49976, Methylal [UN1234] [Flammable liquid], SC-79307, TR-031942, D0637, FT-0625028, 45158-EP2275411A2, 45158-EP2311821A1, 3B4-3318, I14-3213, InChI=1/C3H8O2/c1-4-3-5-2/h3H2,1-2H

Removed Synonyms

CID8020, 111247-85-9

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