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Diethyl fumarate
Weight172.18 g/mol
FormulaC8H12O4
Hydrogen Acceptors4
Hydrogen Donors0
Aromatic Rings0
Rotatable Bonds4

Diethyl fumarate (623-91-6)

fumaric acid, diethyl ester

Score: #124 in Materials science , #1023 in Physics , #2911 in Chemistry
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Areas of Application

Safety

  • H302: Harmful if swallowed
    Warning Acute toxicity, oral - Category 4
  • H373: Causes damage to organs through prolonged or repeated exposure
    Warning Specific target organ toxicity, repeated exposure - Category 2

Trends

Alternate Names

  • fumaric acid, diethyl ester
  • SMILES
    CCOC(=O)C=CC(=O)OCC
  • InChIKey
    IEPRKVQEAMIZSS-UHFFFAOYSA-N

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Synthesis

Ethyl Acrylate  +  ETHYL CHLOROFORMATE (Heck terminal vinyl)
Monoethyl maleate  +  Chloroethane (Ester from carboxilic acid(SN2))
Reactant  +  Ethanol (O-acylation)
Reactant  +  1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (Nicolaou IBX dehydrogenation)
Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)
Synthesis of Diethyl fumarate ›

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