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Cyclohexene oxide

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Cyclohexene oxide Basic information
Cyclohexene oxide Chemical Properties
  • Melting point:-40 °C
  • Boiling point:129-130 °C(lit.)
  • Density 0.97 g/mL at 25 °C(lit.)
  • vapor pressure 12 hPa (20 °C)
  • refractive index n20/D 1.452(lit.)
  • Flash point:81 °F
  • storage temp. Store below +30°C.
  • form Liquid
  • color Clear colorless to yellow
  • explosive limit1.2-6.5%(V)
  • Water Solubility INSOLUBLE
  • BRN 383568
  • CAS DataBase Reference286-20-4(CAS DataBase Reference)
  • NIST Chemistry ReferenceCyclohexene oxide(286-20-4)
  • EPA Substance Registry SystemCyclohexene oxide (286-20-4)
Safety Information
  • Hazard Codes C
  • Risk Statements 10-20/21/22-34
  • Safety Statements 26-36/37/39-45-16
  • RIDADR UN 2924 3/PG 3
  • WGK Germany 1
  • RTECS RN7175000
  • Autoignition Temperature703 °F
  • TSCA Yes
  • HazardClass 8
  • PackingGroup II
  • HS Code 29109000
  • Hazardous Substances Data286-20-4(Hazardous Substances Data)
  • ToxicityLD50 orally in Rabbit: 1060 mg/kg LD50 dermal Rabbit 612 mg/kg
Cyclohexene oxide Usage And Synthesis
  • Chemical Propertiesclear colorless to yellow liquid
  • UsesCyclohexene oxide has been patented for use as an insecticidal fumigant.
    Cyclohexene oxide is an important intermediate in the organic industry. It is employed in the manufacture of medicines, pesticides, dyes, and perfumes. In addition, cyclohexene oxide can be used as a monomer in polymerization, chain-cutting agent, flame retardant and diluting agent among other uses.
    Cyclohexene oxide is useful as a monomer in polymerization with CO2 for production of cyclic carbonates and polycarbonates in the presence of different catalysts.
  • Synthesis Reference(s)The Journal of Organic Chemistry, 38, p. 1251, 1973 DOI: 10.1021/jo00946a053
    Tetrahedron Letters, 29, p. 2967, 1988 DOI: 10.1016/0040-4039(88)85059-7
  • Safety ProfileModerately toxic by ingestion, skin contact, intraperitoneal, and intramuscular routes. Mildly toxic by inhalation. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. A flammable liquid and dangerous fire hazard when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritant fumes.
  • Purification MethodsFractionate the oxide through an efficient column. The main impurity is probably H2O. Dry it over MgSO4, filter and distil it several times (b 129-134o/760mm). The residue is sometimes hard to remove from the distilling flask. To avoid this difficulty, add a small amount of a mixture of ground NaCl and Celite (1:1) to help break up the residue particularly if H2O is added. [Osterberg Org Synth Coll Vol I 185 1948, Beilstein 17 H 21, 17/1 V 203.]
Cyclohexene oxide Preparation Products And Raw materials
Cyclohexene oxide(286-20-4)Related Product Information
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