Cumene

Not to be confused with cumin or cumulene.
Cumene
Skeletal formula of cumene
Ball-and-stick model of the cumene molecule
Names
Preferred IUPAC name
(Propan-2-yl)benzene[1]
Other names
  • Isopropylbenzene
  • Cumol
  • (1-Methylethyl)benzene
Identifiers
3D model (JSmol)
1236613
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.458 Edit this at Wikidata
EC Number
  • 202-704-5
KEGG
RTECS number
  • GR8575000
UNII
UN number 1918
  • InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3 checkY
    Key: RWGFKTVRMDUZSP-UHFFFAOYSA-N checkY
  • InChI=1/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3
    Key: RWGFKTVRMDUZSP-UHFFFAOYAJ
  • CC(C)c1ccccc1
Properties
C9H12
Molar mass 120.195 g·mol−1
Appearance Colorless liquid
Odor Sharp, gasoline-like
Density 0.862 g cm−3, liquid
Melting point −96 °C (−141 °F; 177 K)
Boiling point 152 °C (306 °F; 425 K)
negligible
Solubility soluble in acetone, ether, ethanol
Vapor pressure 4.5 mmHg (25 °C)[2]
-89.53·10−6 cm3/mol
1.4915 (20 °C)
Viscosity 0.777 cP (21 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 flammable
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Warning
H226, H302, H304, H312, H314, H332, H335, H341, H412, H441
P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P322, P330, P363, P405, P501
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 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
2
3
1
Flash point 43 °C (109 °F; 316 K)
424 °C (795 °F; 697 K)
Explosive limits 0.9-6.5%
Lethal dose or concentration (LD, LC):
12750 mg/kg (oral, mouse)
1400 mg/kg (oral, rat)[4]
200 ppm (mouse, 7 hr)[4]
8000 ppm (rat, 4 hr)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 50 ppm (245 mg/m3) [skin][3]
REL (Recommended)
 TWA 50 ppm (245 mg/m3) [skin][3]
IDLH (Immediate danger)
 900 ppm[3]
Related compounds
Related compounds
 ethylbenzene
toluene
benzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Cumene (isopropylbenzene) is an organic compound that contains a benzene ring with an isopropyl substituent. 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 (known as the cumene process).

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 139, 597. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis. 1989.
  3. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0159". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b c "Cumene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).