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Diethyl fumarate

Basic information Safety Supplier Related

Diethyl fumarate Basic information

Product Name:
Diethyl fumarate
Synonyms:
  • Diethyl fuMarat
  • Diethyl (2E)-but-2-ene-1,4-dioate
  • FuMaric acidethyl ester two
  • Diethyl fuMara
  • diethyl furmarate
  • trans-2-butenedioicaciddiethylester
  • DIETHYL TRANS-BUTENEDIOATE
  • DIETHYL FUMARATE
CAS:
623-91-6
MF:
C8H12O4
MW:
172.18
EINECS:
210-819-7
Product Categories:
  • Building Blocks
  • C8 to C9
  • Acids & Esters
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • straight chain compounds
  • C8 to C9
  • Carbonyl Compounds
  • Esters
  • C8 to C9Alphabetic
  • D
  • DID - DIN
  • intermediates
  • bc0001
Mol File:
623-91-6.mol
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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)
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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

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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 Preparation Products And Raw materials

Raw materials

Diethyl fumarate Supplier

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