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Toluene

Toluene
Toluol.svg
Toluene-from-xtal-3D-balls.png
Names
Preferred IUPAC name
Toluene
Systematic IUPAC name
Methylbenzene
Other names
Phenylmethane
Toluol
Anisen
Identifiers
108-88-3 YesY
3D model (Jmol) Interactive image
Abbreviations PhMe
MePh
BnH
ChEBI CHEBI:17578 N
ChEMBL ChEMBL9113 YesY
ChemSpider 1108 YesY
DrugBank DB01900 N
ECHA InfoCard 100.003.297
5481
KEGG C01455 YesY
PubChem 1140
RTECS number XS5250000
UNII 3FPU23BG52 YesY
Properties
C7H8
Molar mass 92.14 g·mol−1
Appearance Colorless liquid
Odor sweet, pungent, benzene-like
Density 0.87 g/mL (20 °C)
Melting point −95 °C (−139 °F; 178 K)
Boiling point 111 °C (232 °F; 384 K)
0.52 g/L (20 °C)
Vapor pressure 2.8 kPa (20°C)
-66.11·10−6 cm3/mol
1.497 (20 °C)
Viscosity 0.590 cP (20 °C)
Structure
0.36 D
Hazards
Main hazards highly flammable
Safety data sheet See: data page
SIRI.org
R-phrases R11, R38, R48/20, R63, R65, R67
S-phrases (S2), S36/37, S29, S46, S62
NFPA 704
Flammability code 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., gasoline) Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 6 °C (43 °F; 279 K)
Explosive limits 1.1%-7.1%
50 mL m−3, 190 mg m−3
Lethal dose or concentration (LD, LC):
>26700 ppm (rat, 1 hr)
400 ppm (mouse, 24 hr)
55,000 ppm (rabbit, 40 min)
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 200 ppm C 300 ppm 500 ppm (10-minute maximum peak)
REL (Recommended)
TWA 100 ppm (375 mg/m3) ST 150 ppm (560 mg/m3)
IDLH (Immediate danger)
500 ppm
Related compounds
benzene
xylene
naphthalene
Related compounds
methylcyclohexane
Supplementary data page
Refractive index (n),
Dielectric constantr), etc.
Thermodynamic
data
Phase behaviour
solid–liquid–gas
UV, IR, NMR, MS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Toluene /ˈtɒljn/, also known as toluol /ˈtɒljɒl/, is a colorless, water-insoluble liquid with the smell associated with paint thinners. It is a mono-substituted benzene derivative, consisting of a CH3 group attached to a phenyl group. As such, its IUPAC systematic name is methylbenzene. It is an aromatic hydrocarbon.

Toluene is widely used as an industrial and a solvent. In 2013, worldwide sales of toluene amounted to about 24.5 billion US-dollars.

As the solvent in some types of paint thinner, contact cement and model airplane glue, toluene is sometimes used as a recreational inhalant and has the potential of causing severe neurological harm.

The compound was first isolated in 1837 through a distillation of pine oil by a Polish chemist named Filip Walter, who named it rétinnaphte. In 1841, French chemist Henri Étienne Sainte-Claire Deville isolated a hydrocarbon from balsam of Tolu (an aromatic extract from the tropical Colombian tree Myroxylon balsamum), which Deville recognized as similar to Walter's rétinnaphte and to benzene; hence he called the new hydrocarbon benzoène. In 1843, Jöns Jacob Berzelius recommended the name toluin. In 1850, French chemist Auguste Cahours isolated from a distillate of wood a hydrocarbon which he recognized as similar to Deville's benzoène and which Cahours named toluène.


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