Dimethyl oxalate
Dimethyl oxalate Basic information
- Product Name:
- Dimethyl oxalate
- Synonyms:
-
- OXALIC ACID METHYL ESTER
- OXALIC ACID BIS-METHYL ESTER
- OXALIC ACID DIMETHYL ESTER
- CH3OCOCOOCH3
- Dimethyl ester of oxalic acid
- Ethanedioc acid dimethyl ester
- Ethanedioicacid,dimethylester
- Ethanedioicaciddimethylester
- 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.)
- Flash point:
- 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℃)
- Water Solubility
- 60 G/L (25 ºC)
- Merck
- 14,6106
- BRN
- 1071744
- Dielectric constant
- 3.0(20℃)
- 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
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/38-36-22
- Safety Statements
- 26-36/37-24/25-23
- RIDADR
- 1759
- WGK Germany
- 3
- RTECS
- RO2850000
- Autoignition Temperature
- 480 °C
- TSCA
- Yes
- HS Code
- 2917 11 00
- HazardClass
- 6.1(b)
- PackingGroup
- III
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
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.
General Description
Dimethyl oxalate (DMO), (CH3OCO)2 is an industrial chemical intermediate with versatile properties. DMO is used as a solvent and extraction agent to produce ethylene glycol, ethanol, oxalic acid, oxamide, dyes, and medicines. Besides, dimethyl carbonate (DMC), (CH3O)2CO is attracting lots of interest because of its excellent solubility, biodegradability and low toxicity. DMC could be used as a green solvent, as electrolytes in lithium batteries, as a potential fuel additive and for polycarbonate synthesis[1].
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).
Dimethyl oxalate Preparation Products And Raw materials
Preparation Products
Raw materials
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