| Identification | More | [Name]
Dimethyl oxalate | [CAS]
553-90-2 | [Synonyms]
AKOS BBS-00004386
Dimethyl ethanedioate
DIMETHYL OXALATE
DMO
ETHANEDIOIC ACID,BIS-METHYL ESTER
METHYL OXALATE
OXALIC ACID BIS-METHYL ESTER
OXALIC ACID DIMETHYL ESTER
OXALIC ACID METHYL ESTER
CH3OCOCOOCH3
Dimethyl ester of oxalic acid
Ethanedioc acid dimethyl ester
Ethanedioicacid,dimethylester
Ethanedioicaciddimethylester
Oxalicdimethylester
Dimethyloxalate,99%
Oxalsαure-dimethylester
Dimethyl oxalate 99%
dimthyl oxalate(oxalic acid dimethyl ester) | [EINECS(EC#)]
209-053-6 | [Molecular Formula]
C4H6O4 | [MDL Number]
MFCD00008442 | [Molecular Weight]
118.09 | [MOL File]
553-90-2.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless crystals | [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 | [color ]
Colorless to white | [Specific Gravity]
1.148 | [PH]
1 (60g/l, H2O, 20℃) | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases, reducing agents. | [Water Solubility ]
60 G/L (25 ºC) | [Merck ]
14,6106 | [BRN ]
1071744 | [Dielectric constant]
3.0（20℃） | [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]
553-90-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/38:Irritating to eyes and skin .
R36:Irritating to the eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
1759 | [WGK Germany ]
3
| [RTECS ]
RO2850000
| [Autoignition Temperature]
480 °C | [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29171190 |
| Hazard Information | Back Directory | [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/SiO2 to 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.] | [References]
[1] Chunzheng Wang. “Emerging Co-Synthesis of Dimethyl Oxalate and Dimethyl Carbonate Using Pd/Silicalite-1 Catalyst with Synergistic Interactions of Pd and Silanols.” SSRN Electronic Journal 71 1 (2023).
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