Diethyl fumarate Chemical Properties

Melting point:

1-2 °C (lit.)

Boiling point:

218-219 °C (lit.)

Density 

1.052 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.44(lit.)

Flash point:

197 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

3.1g/l

form 

Liquid

color 

Clear colorless to slightly yellow

Water Solubility 

immiscible

BRN 

775347

Dielectric constant

6.5（23℃）

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases, reducing agents.

InChIKey

IEPRKVQEAMIZSS-AATRIKPKSA-N

LogP

2.200 (est)

CAS DataBase Reference

623-91-6(CAS DataBase Reference)

NIST Chemistry Reference

2-Butenedioic acid (E)-, diethyl ester(623-91-6)

EPA Substance Registry System

Diethyl fumarate (623-91-6)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

23-24/25

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

RTECS 

EM5950000

TSCA 

Yes

HS Code 

29171990

Hazardous Substances Data

623-91-6(Hazardous Substances Data)

MSDS

• Language:English Provider:(E)-2-Butenedioic acid diethyl ester
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Diethyl fumarate Usage And Synthesis

Chemical Properties

colourless liquid

Uses

It is used as a pesticide or comonomer for the production of polystyrene.

Uses

Diethyl fumarate is unsaturated polyester resins are used in applications, such as reinforced glass fiber for boats, piping, bathtubs, roof panels, etc., and as protective coatings, finishes, and lacquers.

Uses

Diethyl Fumarate is a reagent in the preparation of chiral hydroisoindolines via Diels-Alder cycloaddition which are potent, brain-penetrant, human neurokinin-1 receptor antagonists.

Production Methods

Diethyl fumarate is manufactured via esterification of ethanol with fumaric acid.

Definition

ChEBI: A dieter obtained by the formal condensation of fumaric acid with ethanol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 323, 1987 DOI: 10.1021/jo00378a045
Tetrahedron Letters, 28, p. 6649, 1987 DOI: 10.1016/S0040-4039(00)96936-3

Purification Methods

Wash the fumarate with aqueous 5% Na2CO3, then with saturated CaCl2 solution, dry with CaCl2 and distil it. [Beilstein 2 IV 2207.]

Diethyl fumarate (623-91-6)Related Product Information

• Diethyl phthalate
• Fumaric acid
• Dimethyl fumarate
• Monoethyl fumarate
• BUTYL OLEATE
• Ferrous fumarate
• Tris(trimethylsilyl)phosphate
• Methyl acrylate
• Diethyl malonate
• DIETHYL PHOSPHATE
• Ketotifen fumarate
• Quetiapine fumarate
• Monoethyl fumarate
• Monomethyl fumarate
• Diethyl ether
• Dibutyl fumarate
• Diethyl oxalacetate sodium salt
• FUMARATE
• Ethyl Fumarate