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Ethylbenzene

Ethylbenzene
Skeletal formula of ethylbenzene
Ball-and-stick model of the ethylbenzene molecule
Names
IUPAC name
Ethylbenzene
Other names
Ethylbenzol; Phenylethane: alpha-Methyltoluene; EB
Identifiers
100-41-4 YesY
3D model (Jmol) Interactive image
Abbreviations EB
1901871
ChEBI CHEBI:16101 YesY
ChEMBL ChEMBL371561 YesY
ChemSpider 7219 YesY
DrugBank DB01722 YesY
ECHA InfoCard 100.002.591
KEGG C07111 YesY
PubChem 7500
RTECS number DA0700000
UNII L5I45M5G0O YesY
Properties
C8H10
Molar mass 106.17 g·mol−1
Appearance colorless liquid
Odor aromatic
Density 0.8665 g/mL
Melting point −95 °C (−139 °F; 178 K)
Boiling point 136 °C (277 °F; 409 K)
0.015 g/100 mL (20 °C)
log P 3.27
Vapor pressure 9.998mmHg
-77.20·10−6 cm3/mol
1.495
Viscosity 0.669 cP at 20 °C
0.58 D
Thermochemistry
1.726 J/(gK)
Hazards
Main hazards Flammable
R-phrases R11 R20
S-phrases (S2) S16 S24/25 S29
NFPA 704
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g., gasoline) Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 22.22 °C (72.00 °F; 295.37 K)
430 °C (806 °F; 703 K)
Explosive limits 1%-7.8%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
5460 mg/kg
4000 ppm (rat, 4 hr)
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 100 ppm (435 mg/m3)
REL (Recommended)
TWA 100 ppm (435 mg/m3) ST 125 ppm (545 mg/m3)
IDLH (Immediate danger)
800 ppm
Related compounds
styrene, toluene
Related compounds
benzene
polystyrene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Ethylbenzene is an organic compound with the formula C6H5CH2CH3. It is a highly flammable, colorless liquid with an odor similar to that of gasoline. This monocyclic aromatic hydrocarbon is important in the petrochemical industry as an intermediate in the production of styrene, the precursor to polystyrene, a common plastic material. In 2012, more than 99% of ethylbenzene produced was consumed in the production of styrene. Ethylbenzene is also used to make other chemicals, in fuel, and as a solvent in inks, rubber adhesives, varnishes, and paints. Ethylbenzene exposure can be determined by testing for the breakdown products in urine.

Ethylbenzene is a colorless liquid that smells similar to gasoline with a sweet aroma, evaporates quickly and is highly flammable. It has a characteristic odor with an odor threshold at 2.3 ppm and a melting point of −95 °C (−139 °F) and a boiling point of 136 °C (277 °F). It is classified as a monocyclic aromatic hydrocarbon since it is a compound that contains one aromatic ring.

Ethylbenzene occurs naturally in coal tar and petroleum, although this is not the main source of this compound.

The dominant application of ethylbenzene is role as an intermediate in the production of polystyrene. Catalytic dehydrogenation of ethylbenzene gives hydrogen and styrene:

As of May 2012, greater than 99% of all the ethylbenzene produced is used for this purpose.

Ethylbenzene is added to gasoline as an anti-knock agent, meaning it reduces engine knocking and increase the octane rating. Ethylbenzene is often found in other manufactured products, including pesticides, cellulose acetate, synthetic rubber, paints, and inks. Used in the recovery of natural gas, ethylbenzene may be injected into the ground.


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