- Product Name:
- Styrene oxide
- Styryl oxide
- PHENYLETHYLENE OXIDE
- PHENETHYLENE OXIDE
- STYRENE EPOXIDE
- Product Categories:
- Simple 3-Membered Ring Compounds
- Metabolites & Impurities
- Aromatics, Heterocycles, Metabolites & Impurities
- Mol File:
Styrene oxide Chemical Properties
- Melting point:
- -37 °C
- Boiling point:
- 194 °C(lit.)
- 1.054 g/mL at 25 °C(lit.)
- vapor density
- 4.14 (vs air)
- vapor pressure
- <1 mm Hg ( 20 °C)
- refractive index
- n20/D 1.535(lit.)
- Flash point:
- 175 °F
- storage temp.
- Clear colorless to slightly yellow
- explosive limit
- Water Solubility
- 3 g/L (20 ºC)
- Stability Unstable - polymerises readily with compounds possessing a labile hydrogen (such as acids and alcohols) in the presence of acids, bases or some salts. Combustible. Incompatible with strong oxidizing agents, acids, bases. Moisture sensitive.
- CAS DataBase Reference
- 96-09-3(CAS DataBase Reference)
- NIST Chemistry Reference
- Oxirane, phenyl-(96-09-3)
- EPA Substance Registry System
- Oxirane, phenyl-(96-09-3)
Styrene oxide Usage And Synthesis
colourless to light yellow liquid
Styrene oxide is a colorless to pale strawcolored liquid. Pleasant, sweet odor.
A major (toxic) metabolite of Styrene (S687790), catalyzed by epoxide hydrolase.
Styrene oxide is used in organic synthesis.
ChEBI: An epoxide of styrene.
Clear colorless straw-colored liquid with a sweet pleasant odor.
Air & Water Reactions
Insoluble in water.
Styrene oxide is incompatible with oxidizing agents. Also incompatible with acids and bases. Reacts with 4-(4'-nitrobenzyl)pyridine. Polymerizes exothermally and reacts vigorously with compounds possessing a labile hydrogen (e.g. alcohols and amines) in the presence of catalysts such as acids, bases and certain salts .
Toxic by ingestion and inhalation. Possible carcinogen.
Styrene oxide is a mild to moderate skin irri-tant. Irritation from 500 mg was moderateon rabbit skin. The toxicity of this com-pound was low on test animals. Inhalationof 500 ppm in 4 hours was lethal to rats. Anin vivo and in vitro study in mice (Helmanet al. 1986) indicates acute dermal toxicity,causing sublethal cell injury.
LD50 value, oral (mice): 1500 mg/kg
Styrene oxide, however, may present aconsiderable health hazard as a mutagen,teratogen, and carcinogen. The reproduc-tive effects from inhalation observed in ratswere fetotoxicity, developmental abnormal-ities, and effects on fertility (Sikov et al.1986). There is sufficient evidence of its car-cinogenicity in animals, producing liver, gas-trointestinal tract, and skin tumors. Gavageexposure caused cancer in the forestomach ofboth sexes of rats and mice (McConnell andSwenberg 1994). Its cancer-causing effectson humans are unknown.
No exposure limit has been set for thiscompound. Its toxic and irritant effects inhumans are quite low.
Styrene oxide is combustible.
Styrene oxide is used as a reactive intermediate, especially to produce styrene glycol and its derivatives. Substantial amounts are also used in the epoxy resin industry as a diluent. It may also have applications in the preparation of agricultural and biological chemicals, cosmetics, and surface coatings and in the treatment of textiles and fibers. Styrene oxide is made in quantities in excess of a million pounds per year, and further, is a presumed metabolite of styrene which is produced in much greater quantities.
Styrene-7,8-oxide is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Fractional distillation under reduced pressure does not remove phenylacetaldehyde. If this material is present, the styrene oxide is treated with hydrogen under 3 atmospheres pressure in the presence of platinum oxide. The aldehyde, but not the oxide, is reduced to .-phenylethanol, and separation is now readily achieved by fractional distillation. [Schenck & Kaizermen J Am Chem Soc 75 1636 1953, Beilstein 17/1 V 577.]
Vapors may form explosive mixture with air. May polymerize on heating above 200C, under the influence of strong acids, strong bases; oxidizers, metal salts; such as aluminum chloride; catalysts for vinyl polymers. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
Styrene oxide is burned in a chemical incin-erator equipped with an afterburner andscrubber.
Environmental Protection Agency (EPA)
Clean Air Act
National Emissions Standards for Hazardous Air Pollutants: Listed as a hazardous air pollutant.
Comprehensive Environmental Response, Compensation, and Liability Act
Reportable quantity (RQ) = 100 lb.
Emergency Planning and Community Right-To-Know Act
Toxics Release Inventory: Listed substance subject to reporting requirements.
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- 2-PHENYLPROPYLENE OXIDE
- High styrene rubber
- (Diethoxymethyl)diphenylphosphine oxide
- Zinc oxide
- POLYETHYLENE, OXIDIZED
- PHENYL VALERATE
- NITROUS OXIDE
- ETHYLENE OXIDE
- NITRIC OXIDE
- Magnesium oxide
- Styrene oxide
- Iron oxide black