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Ethylbenzene

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Ethylbenzene
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
Names
IUPAC name Ethylbenzene
Other names Ethylbenzol, EB,
phenylethane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.591 Edit this at Wikidata
KEGG
PubChem CID
RTECS number
  • DA0700000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3Key: YNQLUTRBYVCPMQ-UHFFFAOYSA-N
  • InChI=1/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3Key: YNQLUTRBYVCPMQ-UHFFFAOYAM
SMILES
  • CCc1ccccc1
Properties
Chemical formula C8H10
Molar mass 106.168 g·mol
Appearance Clear, colorless liquid
Density 0.8665 g/mL
Melting point −95 °C (−139 °F; 178 K)
Boiling point 136 °C (277 °F; 409 K)
Solubility in water 0.015 g/100 mL (20 °C)
Viscosity 0.669 cP at 20 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Flammable
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 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. gasolineInstability (yellow): no hazard codeSpecial hazards (white): no code
2 3
Flash point 15-20 °C
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Ethylbenzene is an organic compound with the formula C6H5CH2CH3. This aromatic hydrocarbon is important in the petrochemical industry as an intermediate in the production of styrene, which in turn is used for making polystyrene, a common plastic material.

Production

Although often present in small amounts in crude oil, ethylbenzene is produced in bulk quantities by combining benzene and ethylene in an acid-catalyzed chemical reaction:

C
6H
6 + C
2H
4 → C
6H
5CH
2CH
3

Approximately 24,700,000 tons were produced in 1999. Catalytic dehydrogenation of the ethylbenzene then gives hydrogen and styrene:

C
6H
5CH
2CH
3 → C6H5CH=CH2 + H
2

Other uses

Ethylbenzene has been used as a solvent for aluminium bromide in the anhydrous electrodeposition of aluminium. Ethylbenzene is also an ingredient in some paints, and solvent grade xylene (xylol) is nearly always contaminated with a few percent of ethylbenzene.

References

  1. Vincent A.Welch, Kevin J. Fallon, Heinz-Peter Gelbke “Ethylbenzene” Ullmann’s Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a10_035.pub2

External links

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