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Diethyl maleate

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Diethyl maleate Basic information
Diethyl maleate Chemical Properties
  • Melting point:-10 °C (lit.)
  • Boiling point:225 °C (lit.)
  • Density 1.064 g/mL at 25 °C (lit.)
  • vapor density 5.93 (vs air)
  • vapor pressure 1 mm Hg ( 14 °C)
  • refractive index n20/D 1.441(lit.)
  • Flash point:200 °F
  • storage temp. Sealed in dry,Room Temperature
  • solubility 14mg/l
  • form Liquid
  • color Clear
  • Water Solubility insoluble
  • Merck 14,3123
  • BRN 1100825
  • Stability:Stable. Combustible. Incompatible with oxidizing agents, bases, acids, reducing agents.
  • InChIKeyIEPRKVQEAMIZSS-AATRIKPKSA-N
  • CAS DataBase Reference141-05-9(CAS DataBase Reference)
  • NIST Chemistry Reference2-Butenedioic acid (Z)-, diethyl ester(141-05-9)
  • EPA Substance Registry System2-Butenedioic acid (2Z)-, 1,4-diethyl ester (141-05-9)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36-43-52/53
  • Safety Statements 26-36/37-37-24-24/25
  • RIDADR 3334
  • WGK Germany 2
  • RTECS ON1225000
  • Autoignition Temperature662 °F
  • TSCA Yes
  • HS Code 29171990
  • ToxicityLD50 orally in rats: 0.30 g/kg (Smyth)
MSDS
Diethyl maleate Usage And Synthesis
  • Chemical Propertiescolourless liquid
  • Chemical PropertiesIt is a clear liquid between the temperatures of -10°C (pour point) and 225°C (boiling point). Diethyl maleate is soluble in alcohol and ether is insoluble in water.
  • OccurrenceHas apparently not been reported to occur in nature.
  • UsesDiethyl maleate is unsaturated polyester resins that are used in applications, such as reinforced glass fiber for boats, piping, bathtubs, roof panels, etc., and as protective coatings, finishes, and lacquers.
  • UsesIn organic synthesis.
  • Production MethodsDiethyl maleate is formed by the direct esterification of maleic acid with ethyl alcohol.
  • PreparationBy direct esterification of maleic acid with ethyl alcohol (Arctander, 1969).
  • Metabolismα/β-Unsaturated compounds, such as diethyl maleate, react enzymically with gluta thione. The reaction has been demonstrated in fractions of rat liver (Boyland & Chasseaud, 1967) and avian liver (Wit & Snel, 1968). The enzyme differs from other known S-alkyl, S-aryl and S- epoxide transferase enzymes responsible for glutathione-conjugate formation (Boyland & Chasseaud, 1967). Diethyl maleate, administered parenterally to rats, reduced the hepatic glutathione content (Boyland & Chasseaud, 1970; Varga, Fischer & Szily, 1974). The latter workers also showed that diethyl maleate pretreatment of rats inhibited the glutathione conjugation of subsequently-adminis tered bromsulphthalein.
Diethyl maleate Preparation Products And Raw materials
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