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M-Cresol

m-Cresol
m-cresol
3D model of m-cresol
Names
IUPAC name
3-Methylphenol
Other names
3-Hydroxytoluene
m-Cresylic acid
3-Cresol
1-Hydroxy-3-methylbenzene
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.003.253
EC Number 203-39-4
RTECS number GO6125000
UNII
Properties
C7H8O
Molar mass 108.14 g/mol
Appearance colorless liquid to yellowish liquid
Density 1.034 g/cm3, liquid at 20 °C
Melting point 11 °C (52 °F; 284 K)
Boiling point 202.8 °C (397.0 °F; 475.9 K)
2.35 g/100 ml at 20 °C
5.8 g/100 ml at 100 °C
Solubility in ethanol fully miscible
Solubility in diethyl ether fully miscible
Vapor pressure 0.14 mmHg (20°C)
-72.02·10−6 cm3/mol
1.5398
Viscosity 184.23 cP at 20 °C
Hazards
Main hazards May cause serious burns. Very destructive of mucous membranes. Harmful if inhaled. Toxic in contact with the skin or if swallowed.
Safety data sheet External MSDS
R-phrases R20 R24 R25 R34
S-phrases S36 S37 S39 S45
NFPA 704
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g., diesel fuel Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas 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 86 °C
Explosive limits 1.1%-? (149°C)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 242 mg/kg (oral, rat, 1969)
2020 mg/kg (oral, rat, 1944)
828 mg/kg (oral, mouse)
US health exposure limits (NIOSH):
PEL (Permissible)
 TWA 5 ppm (22 mg/m3) [skin]
REL (Recommended)
 TWA 2.3 ppm (10 mg/m3)
IDLH (Immediate danger)
 250 ppm
Related compounds
Related phenols
o-cresol, p-cresol, phenol
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

meta-Cresol, also 3-methylphenol, is an organic compound with the formula CH3C6H4(OH). It is a colourless, viscous liquid that is an intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of p-cresol and o-cresol.

Together with many other compounds, m-cresol is traditionally extracted from coal tar, the volatile materials obtained in the production of coke from (bituminous) coal. This residue contains a few percent by weight of phenol and isomeric cresols. In the cymene-cresol process, phenol is alkylated with propylene to give isomers of cymene, which can be oxidatively dealkylated (Hock rearrangement) analogous to the cumene process.

m-Cresol is a precursor to numerous compounds. Important examples include:

m-Cresol is a component found in temporal glands secretions during musth in male African elephants (Loxodonta africana).


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