Diethyl fumarate

Structural formula
General
Surname	Diethyl fumarate
other names	Diethyl fumarate
Molecular formula	C 8 H 12 O 4
Brief description	light yellow liquid
External identifiers / databases
CAS number 623-91-6 ECHA InfoCard 100.009.836 PubChem 638144 ChemSpider 553702 Wikidata Q27159582
properties
Molar mass	172.18 g mol −1
Physical state	liquid
density	1.052 g cm −3 (25 ° C)
Melting point	1-2 ° C
boiling point	218-219 ° C
Vapor pressure	250 Pa (25 ° C)
solubility	sparingly soluble in water (3.1 g l −1 at 25 ° C) soluble in acetone and chloroform
Refractive index	1.44 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302 P: no P-phrases
Toxicological data	1780 mg kg −1 ( LD 50 ,  rat ,  oral )
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 fumarate is a chemical compound from the group of carboxylic acid esters .

Extraction and presentation

Fumarate can be obtained by esterification of fumaric acid with ethanol are obtained.

properties

The light yellow liquid is sparingly soluble in water, but soluble in acetone and chloroform .

use

Diethyl fumarate is used as an intermediate for plasticizers , flavorings and surface coatings. It is an important raw material and intermediate for the organic synthesis of pharmaceuticals, agrochemicals and dyes. Diethyl fumarate is used as a dienophile in Diels-Alder reactions . It is also used as a solvent in organic synthesis.

Individual evidence

1. ↑ ^{a b c d e f g h i j} data sheet Diethyl fumarate, 98% from Sigma-Aldrich , accessed on December 16, 2018 ( PDF ).
2. ↑ ^{a b} OECD: SIDS Initial Assessment Report , SIAM 4 Tokyo, 20-22 May 1996
3. ↑ ^{a b c} data sheet Diethyl fumarate, 98% from AlfaAesar, accessed on December 16, 2018 ( PDF )(JavaScript required) .
4. ↑ Entry on Diethyl fumarate in the Hazardous Substances Data Bank , accessed December 16, 2018.