Diethyl Ether Peroxide Article Index for
Diethyl
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Information About

Diethyl Ether Peroxide




  Section1 {{Chembox Identifiers
  CASNo 18321-53-4
  SMILES CCOC(OO)C


  Section2 {{Chembox Properties
  Formula C<sub>4</sub>H<sub>10</sub>O
  MolarMass 10612 g/mol
  Density 1005 g/cm³
  BoilingPt 62 - 64 °C at 187 hPa (reduced pressure)


  Section3 {{Chembox Hazards




Diethyl ether peroxides are a class of Organic Peroxide s that slowly form in Diethyl Ether upon storage under air, light, or in the presence of metal by Autoxidation .


DIETHYL ETHER HYDROPEROXIDE


Diethyl ether hydroperoxide (CH3-CH2-O-CH(OOH)-CH3) is a colorless liquid of low Viscosity with a pleasant smell. Upon heating it weakly Deflagrates , resulting in a fog of Acetic Acid and Water . Diethyl ether hydroperoxide decomposes in the presence of Sodium Hydroxide and Fe2+ containing Salt s.


DIETHYL ETHER PEROXIDE


Diethyl ether peroxide, also known as '''ethylidene peroxide''', (-CH(CH3)OO-)n is a Polymerization product of diethyl ether hydroperoxide. It is a colorless oily liquid that is an extremely Brisant and Friction sensitive Explosive Material . Amounts of less than 5 Milligram s can damage chemical apparatuses. The dangerous properties of ether peroxides are the reason that diethyl ether and other peroxide forming Ether s like Tetrahydrofuran (THF) or Ethylene Glycol Dimethyl Ether (1,2-dimethoxyethane) are avoided in industrial processes.


TESTS


Diethyl ether peroxides can be detected with Potassium Iodide (KI) solution or Potassium Iodide / Starch paper. A positive test results in the formation of Iodine (I2) that causes a pink color of the ether phase or a dark bluish spot on the paper strip.


DEGRADATION


Ether peroxides can be destroyed by Disproportionation to Acetaldehyde with Fe2+ or Mn2+ Ion s or with Triphenylphosphine (PPh3). The resulting Aldehyde has to be removed to prevent a rapid back-formation of peroxides.


REFERENCES


  • A. Rieche, R. Meister, ''Modellversuche zur Autoxidation der Äther'', Angewandte Chemie 49(5):106 (1936) (German)