Cumene

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).

Cumene
Names
Preferred IUPAC name
(Propan-2-yl)benzene
Other names
  • Isopropylbenzene
  • Cumol
  • (1-Methylethyl)benzene
Identifiers
3D model (JSmol)
1236613
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.458
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 Y
    Key: RWGFKTVRMDUZSP-UHFFFAOYSA-N Y
  • 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)
-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:
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)
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)
200 ppm (mouse, 7 hr)
8000 ppm (rat, 4 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 50 ppm (245 mg/m3) [skin]
REL (Recommended)
TWA 50 ppm (245 mg/m3) [skin]
IDLH (Immediate danger)
900 ppm
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).
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Infobox references
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