Dimethyl oxalate

Dimethyl oxalate Basic information

Product Name:	Dimethyl oxalate
Synonyms:	OXALIC ACID BIS-METHYL ESTER;CH3OCOCOOCH3;Dimethyl ester of oxalic acid;Ethanedioc acid dimethyl ester;Ethanedioicacid,dimethylester;Ethanedioicaciddimethylester;Oxalicdimethylester;ETHANEDIOIC ACID,BIS-METHYL ESTER
CAS:	553-90-2
MF:	C4H6O4
MW:	118.09
EINECS:	209-053-6
Product Categories:	Organics;Pyridines;Pharmaceutical Intermediates;C2 to C5;Carbonyl Compounds;Esters;K00001
Mol File:	553-90-2.mol

Dimethyl oxalate Chemical Properties

Melting point	50-54 °C (lit.)
Boiling point	163.5 °C (lit.)
density	1.148 g/mL at 25 °C (lit.)
vapor pressure	3 hPa (20 °C)
refractive index	n20/D 1.39(lit.)
Fp	167 °F
storage temp.	Store below +30°C.
solubility	ethanol: soluble50mg/mL, clear to very slightly hazy, colorless
form	Crystalline Solid
Specific Gravity	1.148
color	Colorless to white
PH	1 (60g/l, H2O, 20℃)
Water Solubility	60 G/L (25 ºC)
Merck	14,6106
BRN	1071744
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases, reducing agents.
InChIKey	LOMVENUNSWAXEN-UHFFFAOYSA-N
LogP	-0.170
CAS DataBase Reference	553-90-2(CAS DataBase Reference)
NIST Chemistry Reference	Ethanedioic acid, dimethyl ester(553-90-2)
EPA Substance Registry System	Ethanedioic acid, dimethyl ester (553-90-2)

Safety Information

MSDS Information

Dimethyl oxalate Usage And Synthesis

Description	Dimethyl oxalate is a chemical compound with formula (CH₃)₂(COO)₂. It is the dimethyl ester of oxalic acid.
Chemical Properties	colourless crystals
Chemical Properties	The empirical formula of dimethyl oxalate is C4H6O4. It exists as a liquid between its pour point (52°C) and boiling point (163.4°C). It is soluble in ethanol and ether and slightly soluble in water.
Uses	Dimethyl oxalate is used as an alternate fuel in the direct oxidation fuel cell. It is involved in the catalytic hydrogenation using Cu/SiO22ub> to prepare ethylene glycol. It is also used in the selective gas-phase hydrogenation catalyzed by Ag/SiO2 to get the corresponding alcohol.
Definition	ChEBI: Methyl oxalate is a diester, a methyl ester and a member of dicarboxylic acids and O-substituted derivatives. It is functionally related to an oxalic acid.
Synthesis Reference(s)	The Journal of Organic Chemistry, 24, p. 261, 1959 DOI: 10.1021/jo01084a633
General Description	Dimethyl oxalate undergoes Cu/SiO₂ catalyzed hydrogenation to yield ethylene glycol. It undergoes selective gas-phase hydrogenation catalyzed by Ag/SiO₂to yield corresponding alcohol.
Purification Methods	Crystallise the ester repeatedly from EtOH. De-gas it under nitrogen at high vacuum and distil it. [Beilstein 2 IV 1847.]

Dimethyl oxalate Preparation Products And Raw materials

Raw materials	Methanol-->Oxalic acid-->D-(+)-MALIC ACID DIMETHYL ESTER-->3-Hexenedioic acid dimethyl ester-->3,7-Decadienedioic acid, dimethyl ester-->3-Buten-2-one, 3-chloro--->2,2-DIMETHOXYPROPIONIC ACID METHYL ESTER
Preparation Products	DIMETHYL METHOXYMALONATE-->CEFTRIAXONE-->Sulfamethoxazole-->Misoprostol-->METHYL 2-CHLORO-6-METHYLPYRIMIDINE-4-CARBOXYLATE-->2,4-DIOXO-4-THIOPHEN-2-YL-BUTYRIC ACID METHYL ESTER-->METHYL ACETOPYRUVATE-->Methyl glycolate-->SALOR-INT L169811-1EA-->Thiotriazinone-->Nsc97802-->1-Oxo-1H-isochromene-3-carboxylic Acid-->4-Hydroxypyridine-2,6-dicarboxylic acid

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