METHYLAL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H8O2
Molecular Weight	76.0944
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COCOC

InChI

InChIKey=NKDDWNXOKDWJAK-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C3H8O2
Molecular Weight	76.0944
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24148961 | https://www.ncbi.nlm.nih.gov/pubmed/24000449

Methylal, also known, as dimethoxymethane is widely used as a solvent and in the manufacture of perfumes, resins, adhesives. Besides methylal is applied to increase the octane number of gasoline. This compound can be toxic if the average exposure concentration in workplace air will be above 3100 mg/m(3).

Approval Year

PubMed

Title	Date	PubMed
N-(4-Chloro-pyridin-2-yl)-N-meth-oxy-methyl-4-methyl-benzene-sulfonamide.	2010-11-27	21589598
N-(4-Chloro-pyridin-2-yl)-N-(4-methyl-phenyl-sulfon-yl)acetamide.	2010-11-27	21589597
Reactivity of heteropolytungstate and heteropolymolybdate metal transition salts in the synthesis of dimethyl carbonate from methanol and CO₂.	2010-07-23	20717536
A systematic study on the activation of simple polyethers by MoCl5 and WCl6.	2010-06-14	20454727
Gas-phase synthesis of dimethyl carbonate from methanol and carbon dioxide over Co(1.5)PW(12)O(40) Keggin-type heteropolyanion.	2010-03-31	20480023
Ligand close packing, molecular compactness, the methyl tilt, molecular conformations, and a new model for the anomeric effect.	2010-03-22	20183833
Preparation and characterization of mesoporous VO(x)-TiO2 complex oxides for the selective oxidation of methanol to dimethoxymethane.	2009-07-15	19406430
2,5-Dihydro-1,3,4-oxadiazoles and Bis(heteroatom-substituted)carbenes.	2009-01-20	18798653
Vapor-phase carbonylation of dimethoxymethane over H-Faujasite.	2009	19452505
A novel metered dose transdermal spray formulation for oxybutynin.	2008-11	21369433
(S)-1,5-Dibenzyl-3-tert-butyl-imidazol-idin-4-one.	2008-06-25	21202954
Amorphous oxide as a novel efficient catalyst for direct selective oxidation of methanol to dimethoxymethane.	2008-02-21	18253530
Evidence for a concerted [4 + 1]- cycloaddition between electron-rich carbenes and electron-deficient dienes.	2007-12-20	18027955
Atoms in molecules interpretation of the anomeric effect in the O--C--O unit.	2007-07-15	17330885
Imaging momentum orbital densities of conformationally versatile molecules: a benchmark theoretical study of the molecular and electronic structures of dimethoxymethane.	2007-07-05	17566995
Reactions of dimethoxycarbene with dimethyl 2,3-dicycanomaleate and fumarate.	2007-06-21	17542600
Selective oxidation of methanol to dimethoxymethane under mild conditions over V2O5/TiO2 with enhanced surface acidity.	2007-06-07	17520126
Noncovalent interactions and internal dynamics in dimethoxymethane-water.	2007	17455188
Synthesis of novel sigma-receptor ligands from methyl alpha-D-mannopyranoside.	2006-10-16	16854396
New entry into beta-lactams via reaction of dimethoxycarbene with isocyanates.	2006-07-06	16805567
The local environment of Cu+ in Cu-Y zeolite and its relationship to the synthesis of dimethyl carbonate.	2006-06-22	16800460
Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans.	2006-03-17	16526779
Active control of methanol carbonylation selectivity over Au/carbon anode by electrochemical potential.	2005-05-12	16852087
The external-anomeric torsional effect.	2005-04-11	15780251
Selective oxidation of methanol and ethanol on supported ruthenium oxide clusters at low temperatures.	2005-02-17	16851207
Ultraviolet photolysis of CH2I2 in methanol: O-H insertion and HI elimination reactions to form a dimethoxymethane product.	2005-02-17	16833436
New thermal source of dimethoxycarbene leading to zwitterionic intermediates and 2:1 stoichiometry in reaction with electrophilic alkenes.	2005-02-03	15673271
Diastereo- and enantioselective dearomatization of rhenium-bound naphthalenes.	2004-04-02	15049617
Strategies for heterocyclic construction via novel multicomponent reactions based on isocyanides and nucleophilic carbenes.	2003-12	14674781
Matrix isolation infrared and ab initio study of the conformations of 2,2-dimethoxypropane.	2003-05	12714073
Tandem 1,4-addition reactions with benzene and alkylated benzenes promoted by pentaammineosmium(II).	2002-11-06	12405835
Volatile metabolites from microorganisms grown on humid building materials and synthetic media.	2002-10	12400912
Relative reactivities of carbonyl and thiocarbonyl groups toward dimethoxycarbene: two new dimethoxythiiranes.	2002-05-03	11981903
Conformations of dimethoxymethane: matrix isolation infrared and ab initio studies.	2002-02	11905532
Porphyrins with exocyclic rings. 16. Synthesis and spectroscopic characterization of fluoranthoporphyrins, a new class of highly conjugated porphyrin chromophores.	2001-05-04	11325282

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:00:01 GMT 2025` Edited by `admin` on `Mon Mar 31 19:00:01 GMT 2025`
Record UNII	7H1M4G2NUE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FORMAL

Preferred Name

English

METHYLAL

Official Name

English

METHYLENE DIMETHYL ETHER

Common Name

English

METHYLAL [MI]

Common Name

English

METHYLAL [HSDB]

Common Name

English

METHANE, DIMETHOXY-

Systematic Name

English

Methylal [WHO-DD]

Common Name

English

2,4-DIOXAPENTANE

Systematic Name

English

DIMETHOXYMETHANE

Systematic Name

English

FORMALDEHYDE DIMETHYL ACETAL

Systematic Name

English

Code System Code Type Description

WIKIPEDIA

DIMETHOXYMETHANE