| Styrene |
 |
| General |
| Systematic name |
Phenylethene |
| Other names |
Vinyl benzene,
cinnamene, styrol |
| Molecular formula |
C8H8 |
| SMILES |
c1ccccc1C=C |
| Molar mass |
104.15 g/mol |
| Appearance |
colourless oily liquid |
| CAS number |
[100-42-5] |
| Properties |
| Density and phase |
0.9 g/cm3 |
| Solubility in water |
< 1% |
| Melting point |
-30 °C (243.15 K) |
| Boiling point |
145 °C (418.15 K) |
| Acidity (pKa) |
? |
| Basicity (pKb) |
? |
| Chiral rotation [α]D |
? ° |
| Viscosity |
? cP at ? °C |
| Structure |
| Molecular shape |
? |
| Coordination geometry |
? |
| Crystal structure |
? |
| Dipole moment |
? D |
| Hazards |
| MSDS |
MSDS |
| Main hazards |
flammable |
| Flash point |
31 °C |
| R/S statement |
R: 10-36 S: 38-20-23 |
| RTECS number |
? |
| Supplementary data page |
| Structure & properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour
Solid, liquid, gas |
| Spectral data |
UV, IR, NMR, MS |
| Related compounds |
| Other anions |
? |
| Other cations |
? |
| Related ? |
? |
| Related compounds |
? |
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
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Styrene (also vinyl benzene, ethenylbenzene, phenethylene, cinnamene, diarex HF 77, styrolene, styrol, styropol) is an organic compound which is an aromatic hydrocarbon having the chemical formula C8H8. At room temperature and pressure, styrene is a liquid. The chemical structure is shown at right. It is colourless, oily, toxic, flammable, and occurs in very small amounts in some plants, but is produced in industrial quantities from petroleum. The production of styrene in the United States increased dramatically in the 1940's to supply the war needs for synthetic rubber. Because the styrene molecule has a vinyl group with a double bond, it can readily undergo polymerization. It is used as a monomer to make plastics such as polystyrene, ABS, styrene-butadiene (SBS) rubber, styrene-butadiene latex, SIS (styrene-isoprene-styrene), S-EB-S (styrene-ethylene/butylene-styrene), styrene-divinylbenzene (S-DVB), and unsaturated polyesters. It evaporates easily and has a sweet smell. It often contains other chemicals that give it a sharp, unpleasant smell.
It dissolves in many organic liquids but does not dissolve significantly in water. Millions of tonnes per day are produced to make products such as rubber, plastic, insulation, fiberglass, pipes, automobile parts, food containers, and carpet backing.
Most of these products contain styrene linked together in a long chain (polystyrene) as well as unlinked styrene. Low levels of styrene also occur naturally in a variety of foods such as fruits, vegetables, nuts, beverages, and meats.
Its molecular formula is C8H8, or structurally C6H5C2H3. It is synthesized by heating ethyl benzene (EB) with steam over a catalyst consisting mainly of iron oxide. The reversible chemical reaction is endothermic and is pictured below
- C6H5C2H5 ←→ C6H5C2H3 + H2
Health effects
Breathing high levels of styrene for a short time can result in nervous system effects such as depression, concentration problems, muscle weakness, tiredness, and nausea, and possibly eye, nose, and throat irritation.
Animals breathing styrene vapour in short-term studies damaged their nasal lining. Long-term exposure damaged the liver. There is no information on human health effects of breathing low levels for a long time, but effects are likely to be similar.
There is also little information on human health effects from eating or touching styrene. Animal studies show that ingestion of high levels of styrene over several weeks can cause damage to the liver, kidneys, brain, and lungs. When styrene was applied to the skin of rabbits, it caused irritation.
There is no information as to whether breathing, ingesting, or touching styrene affects foetal development (teratogenic) or human reproduction. In animal studies, short-term exposure to very high levels resulted in some reproductive and developmental effects.
The International Agency for Research on Cancer (IARC) has determined that styrene is possibly carcinogenic to humans. Several studies of workers have shown that breathing styrene may cause leukemia. There is no information on the carcinogenicity of styrene in people who swallow it or get it on their skin. Studies in animals that breathed or ate styrene suggest that it is weakly carcinogenic.
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