Diethyl oxalate

• Catalog No.: A14498
• CAS Number: 95-92-1
• M. F.: C6H10O4
• M. W.: 146.1412
• Purity: 99%

SYNONYMS

• Title: 草酸二乙酯
• IUPAC name: diethyl oxalate
• IUPAC Traditional name: ethyl oxalate
• Synonyms: Oxalic acid diethyl ester; Ethyl oxalate

DATABASE IDS

• Merck Index: 143125
• Beilstein Number: 606350
• EC Number: 202-464-1
• CAS Number: 95-92-1
• MDL Number: MFCD00009119

PROPERTIES

• Purity: 99%
• Boiling Point: 184-186°C
• Density: 1.077
• Flash Point: 75°C(167°F)
• Melting Point: -41 to -39°C
• Refractive Index: 1.4100
• GHS Hazard statements: H302-H319-H227
• European Hazard Symbols: X
• GHS Precautionary statements: P210-P280-P305+P351+P338-P301+P312-P403+P235-P501A
• Risk Statements: 22-36
• RTECS: RO2800000
• Safety Statements: 23
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2525
• Packing Group: III

REFERENCES

• Base-promoted condensation with ketones, esters, nitriles, etc. yields ɑ-ethoxalyl derivatives, which with aldehydes, e.g. formaldehyde, yield ɑ?-unsaturated compounds: J. Org. Chem., 42, 1180 (1977). Condensation with the activated methyl group of o-nitrotoluenes can lead to indole-2-carboxylic acid ethyl ester: Org. Synth. Coll., 5, 567 (1973), or to o-nitrophenylacetic acids which can be converted to indole-2-acetic acid esters: Org. Synth. Coll., 9, 601 (1998).
• Reaction with Grignard reagents at low temperatures gives ɑ-keto esters: Synth. Commun., 11, 943 (1981); Org. Prep. Proced. Int., 21, 501 (1989). Similarly, vinyl Grignards give 2-oxo-3-alkenoic acids: Synthesis, 564 (1988).
• With the benzylic phosphoranes, gives stereoselectively (Z)-3-aryl-2-ethoxyacrylates: Synthesis, 958 (1989).