Ethylbenzene

Title: Ethylbenzene
CAS Registry Number: 100-41-4
Molecular Formula: C8H10
Molecular Weight: 106.17
Percent Composition: C 90.50%, H 9.49%
Line Formula: C6H5C2H5
Literature References: Prepn from acetophenone: Clemmensen, Ber. 46, 1838 (1913); Gattermann-Wieland, Praxis des Organischen Chemikers (de Gruyter, Berlin, 40th ed., 1961) p 332; by Huang-Minlon modification of Wolff-Kishner reduction: A. I. Vogel, Practical Organic Chemistry (Longmans, 3rd ed., 1959) p 516. Physical properties: L. C. Gibbons et al., J. Am. Chem. Soc. 68, 1130 (1946). Manuf: Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 365-370. Toxicity study: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962). Review of toxicology and human exposure: Toxicological Profile for Ethylbenzene (PB99-166647, 1999) 280 pp.
Properties: Colorless liquid. Flammable. d2525 0.866. bp 136.25°. mp -95.01°. nD25 1.4932. Flash pt, closed cup: 64°F (18°C). Practically insol in water. Misc with the usual organic solvents. LD50 orally in rats: 5.46 g/kg (Smyth).
Melting point: mp -95.01°
Boiling point: bp 136.25°
Flash point: Flash pt, closed cup: 64°F (18°C)
Index of refraction: nD25 1.4932
Density: d2525 0.866
Toxicity data: LD50 orally in rats: 5.46 g/kg (Smyth)
CAUTION: Potential symptoms of overexposure are irritation of eyes, skin and mucous membranes; headache; dermatitis; narcosis, coma. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 132.
Use: For conversion to styrene monomer; as resin solvent.
Ethylbenzhydramine Ethylbenzylaniline Ethyldimethyl-9-octadecenylammonium Bromide Ethylene Ethylene Bromohydrin

Ethylbenzene
Skeletal formula Ball-and-stick model
Identifiers
Abbreviations EB
CAS number 100-41-4 YesY
PubChem 7500
ChemSpider 7219 YesY
UNII L5I45M5G0O YesY
DrugBank DB01722
KEGG C07111 YesY
ChEBI CHEBI:16101 YesY
ChEMBL CHEMBL371561 YesY
RTECS number DA0700000
Beilstein Reference 1901871
Jmol-3D images Image 1
Properties
Molecular formula C8H10
Molar mass 106.17 g mol−1
Appearance 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)
log P 3.27
Vapor pressure 9.998mmHg
Refractive index (nD) 1.495
Viscosity 0.669 cP at 20 °C
Dipole moment 0.58 D[1]
Thermochemistry
Specific
heat capacity C
1.726 J/(gK)
Hazards
R-phrases R11 R20
S-phrases (S2) S16 S24/25 S29
Main hazards Flammable
NFPA 704
NFPA 704.svg
3
2
0
Flash point 22.22 °C; 72.00 °F; 295.37 K
Autoignition temperature 430 °C; 806 °F; 703 K
Explosive limits 1%-7.8%
LD50 5460 mg/kg
Related compounds
Related aromatic
hydrocarbons
styrene, toluene
Related compounds benzene
polystyrene
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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.