135364

Diethyl oxalate

≥99%

• Synonym(s): Diethyl ethanedioate, Ethyl oxalate
• Linear Formula: C₂H₅OCOCOOC₂H₅
• CAS Number: 95-92-1
• Molecular Weight: 146.14
• Beilstein: 606350
• EC Number: 202-464-1
• MDL number: MFCD00009119
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848078
• NACRES: NA.22

Properties

• vapor density: 5.03 (vs air)
• Quality Level: 200
• vapor pressure: 1 mmHg ( 47 °C)
• Assay: ≥99%
• form: liquid
• refractive index: n20/D 1.410 (lit.)
• bp: 185 °C (lit.)
• mp: −41 °C (lit.)
• solubility: alcohol: miscible; diethyl ether: miscible; organic solvents: miscible; water: partially soluble
• density: 1.076 g/mL at 25 °C (lit.)
• functional group: ester
• SMILES string: CCOC(=O)C(=O)OCC
• InChI: 1S/C6H10O4/c1-3-9-5(7)6(8)10-4-2/h3-4H2,1-2H3
• InChI key: WYACBZDAHNBPPB-UHFFFAOYSA-N

Description

General description

Diethyl oxalate undergoes transesterification with phenol in the liquid phase over very efficient MoO₃/TiO₂ solid-acid sol-gel catalysts to form diphenyl oxalate. It undergoes Claisen condensation with active methylene group of ketosteroids to form glyoxalyl derivatives. It undergoes hydrogenation in the presence of high copper contented mesoporous Cu/SBA-15 catalysts to yield ethylene glycol.

Application

Diethyl oxalate was used in microemulsion synthesis of ZnO nanoparticles. It was also used in the synthesis of sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine.

Safety Information

• Pictograms: GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H314,H373
• Precautionary Statements: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT RE 2 Oral
• Target Organs: Kidney
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 1
• Flash Point(F): 167.0 °F - closed cup
• Flash Point(C): 75 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves