Diethyl oxalate

Structural formula
General
Surname	Diethyl oxalate
other names	Diethyloxalate
Molecular formula	C 6 H 10 O 4
Brief description	colorless, aromatic-smelling liquid
External identifiers / databases
EC number	202-464-1
ECHA InfoCard	100.002.241
PubChem	7268
Wikidata	Q904612
properties
Molar mass	146.14 g mol −1
Physical state	liquid
density	1.08 g cm −3 (20 ° C)
Melting point	−41 ° C
boiling point	185 ° C
Vapor pressure	27 Pa (20 ° C)
solubility	Decomposes in water; miscible with ethanol , diethyl ether , chloroform and benzene ;
Refractive index	1.4101 (20 ° C)
safety instructions
H and P phrases	H: 302-314
	P: 280-301 + 330 + 331-305 + 351 + 338-308 + 310
Toxicological data	400 mg kg −1 ( LD 50 , rat , oral , free acid)
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Diethyl oxalate is a chemical compound (more precisely an oxalate , i.e. an ester of oxalic acid ), which is mainly used for the production of pharmaceuticals .

Extraction and presentation

Diethyl oxalate can be obtained by esterifying oxalic acid with ethanol while removing water.

Diethyl oxalate is a colorless, aromatic, flammable liquid. Upon contact with water, it decomposes into oxalic acid and ethanol.

Diethyl oxalate is used as:

Intermediate product for the manufacture of pharmaceuticals (e.g. for methyloxamic acid , phenobarbital , sulfadoxine ) and other chemicals (dyes, agrochemicals)
Chelating agent in cosmetics (also has an emollient / hair conditioning effect)
School chemical (demonstration of saponification of esters and substitution reactions)
Solvents for resins

Entry to oxalic acid ester. In: Römpp Online . Georg Thieme Verlag, accessed on May 29, 2014.

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on diethyloxalate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ Entry on oxalic acid ester. In: Römpp Online . Georg Thieme Verlag, accessed on May 29, 2014.
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-170.
↑ Entry on diethyl oxalate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Data sheet for diethyl oxalate (PDF) from Merck , accessed on January 19, 2011.
^ Clemens Lamberth, Jürgen Dinges: Bioactive Heterocyclic Compound Classes: Pharmaceuticals. John Wiley & Sons, 2012, ISBN 978-3-5276-6448-1 , p. 59 ( limited preview in Google book search).