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Styrene oxide

Styrene oxide structure

Styrene oxide 

structure
  • CAS No:

    96-09-3

  • Formula:

    C8H8O

  • Chemical Name:

    Styrene oxide

  • Synonyms:

    NSD1 human;nuclear receptor binding SET domain protein 1;Styrene Oxide 〔1,2-Epoxyethylbenzene〕;(n)-epoxystyrene;(n)-styrene oxide;7,8-STYRENEOXIDE;1-Phenyl-1,2-epoxyethane;Styrene-7,8-oxide

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

colourless to light yellow liquid Styrene oxide is a colorless to pale strawcolored liquid. Pleasant, sweet odor.


ChEBI: Styrene oxide is an epoxide that is oxirane in which one of the hydrogens has been replaced by a phenyl group. It has a role as a human xenobiotic metabolite. It derives from a hydride of a styrene.


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.

Styrene oxide Basic Attributes

120.15

120.15

108582

202-476-7

TSCA listed

Clear colorless to slightly yellow

29109000

Characteristics

12.53000

1.75790

Styrene oxide is a clear colorless straw-colored liquid with a sweet pleasant odor. (NTP, 1992)

1.054 g/mL at 25 °C (lit.)

-37 °C (lit.)

194 °C (lit.)

74ºC

n20/D1.535(lit.)

3 g/L (20 ºC)

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practicable to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should

<1 mm Hg ( 20 °C)

4.14 (vs air)

Non flammable

Explosive limits , vol% in air: 1.1-22

Sweet, pleasant

6.2×10-1mol/(m3Pa) at 25℃, HSDB (2015)

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 .

928 °F

Store below +30°C.

Safety Information

III

6.1

UN 2810

3

T

53-45-36/37-26

CZ9625000

T:Toxic;

Separated from acids, bases and food and feedstuffs. Ventilation along the floor.

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.

P201-P261-P280-P305 + P351 + P338-P311

Toxic by ingestion and inhalation. Possible carcinogen.

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.

UN 2810 6.1/PG 3

Styrene oxide is combustible.

Drug Information

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/kgStyrene 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 Use and Manufacturing

A major (toxic) metabolite of Styrene (S687790), catalyzed by epoxide hydrolase. Styrene oxide is is an important intermediate for organic synthesis and is widely used in organic synthesis, pharmaceutical preparation, and perfume production. For example, styrene oxide is added to hydrogen to produce monophenylethanol under the action of a catalyst.
Styrene oxide has a wide range of uses, and can be used in floral fragrances for daily use, as well as in food. Styrene oxide is also an important intermediate for the synthesis of levamisole hydrochloride. L-imidazole hydrochloride is a broad-spectrum intestinal repellent that can be used by humans and animals.


A major (toxic) metabolite of Styrene (S687790), catalyzed by epoxide hydrolase.


Used as an intermediate in the production of styrene glycol and its derivatives; as a reactive dilutent in the epoxy resin industry; as a chemical intermediate for making bphenethyl alcohol, a fragrance material.

Computed Properties

Molecular Weight:120.15
XLogP3:1.6
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:120.057514874
Monoisotopic Mass:120.057514874
Topological Polar Surface Area:12.5
Heavy Atom Count:9
Complexity:94.7
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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