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Cumene

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Revision as of 13:34, 17 August 2011 by 59.92.246.148 (talk)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Not to be confused with cumin or cumulene.
Cumene
Skeletal formula of cumene
Skeletal formula of cumene
Ball-and-stick model of cumene
Ball-and-stick model of cumene
Names
IUPAC name (1-methylethyl)benzene
Other names isopropylbenzene
2-phenylpropane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.458 Edit this at Wikidata
KEGG
PubChem CID
RTECS number
  • GR8575000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3Key: RWGFKTVRMDUZSP-UHFFFAOYSA-N
  • InChI=1/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3Key: RWGFKTVRMDUZSP-UHFFFAOYAJ
SMILES
  • CC(C)c1ccccc1
Properties
Chemical formula C9H12
Molar mass 120.195 g·mol
Appearance colorless liquid
Density 0.862 g cm, liquid
Melting point −96 °C (−141 °F; 177 K)
Boiling point 152 °C (306 °F; 425 K)
Solubility in water insoluble
Viscosity 0.777 cP at 21 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards flammable
Flash point 43 °C
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Cumene is the common name for isopropylbenzene, an organic compound that is an aromatic hydrocarbon. It is a constituent of crude oil and refined fuels. It is a flammable colorless liquid that has a boiling point of 152 °C. Nearly all the cumene that is produced as a pure compound on an industrial scale is converted to cumene hydroperoxide, which is an intermediate in the synthesis of other industrially important chemicals, primarily phenol and acetone.

Production

Commercial production of cumene is carried out through the catalytic alkylation of benzene, with the addition of propylene. Solid phosphoric acid (SPA) supported on alumina can also be used as a catalyst, and this was the case prior to the mid-1990s when zeolite-based catalysts made the other technique commercially redundant. This process is other wise known as Friedel-Crafts alkylation reaction.

Isopropylbenzene is stable, but may form peroxides in storage if in contact with the air. It is important to test for the presence of peroxides before heating or distilling. The chemical is also flammable and incompatible with strong oxidizing agents. Environmental laboratories commonly test isopropylbenzene using a GCMS instrument.


See also

References

  1. The Innovation Group website, page accessed 15/11/07
  2. http://www.caslab.com/Isopropylbenzene.php5

External links

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