| Identification | More | [Name]
Methylcyclohexane | [CAS]
108-87-2 | [Synonyms]
HEXAHYDROTOLUENE
METHYLCYCLOHEXANE
Cyclohexane,methyl-
Cyclohxylmethane
heptanaphthene
hexahydrodoluene
hexahydro-toluen
Hexahydroxytoluene
methyl-cyclohexan
methylecyclohexane
Metylocykloheksan
metylocykloheksan(polish)
Sextone B
sextoneb
Toluene hexahydride
Toluene, hexahydro-
toluenehexahydride
Toluene-hexahydride
methylcyclohexane absolute over molecul.sieve (H2O <0.005%)
METHYLCYCLOHEXANE FOR UV-SPECTROSCOPY | [EINECS(EC#)]
203-624-3 | [Molecular Formula]
C7H14 | [MDL Number]
MFCD00001497 | [Molecular Weight]
98.19 | [MOL File]
108-87-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Methylcyclohexane, an alkene, is a colorless
liquid with a faint benzene-like odor. The odor threshold is 630 ppm (this is above the OEL). | [Melting point ]
-126 °C (lit.) | [Boiling point ]
101 °C (lit.) | [density ]
0.77 g/mL at 25 °C(lit.)
| [vapor density ]
3.4 (vs air)
| [vapor pressure ]
37 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.422(lit.)
| [Fp ]
25 °F
| [storage temp. ]
Flammables area | [solubility ]
0.014g/l | [form ]
Liquid | [color ]
Colorless | [Stability:]
Stable. Very flammable. Incompatible with strong oxidizing agents. | [explosive limit]
1.1-6.7%(V) | [Odor Threshold]
0.15ppm | [Water Solubility ]
0.1 g/L (20 ºC) | [λmax]
λ: 207 nm Amax: 1.00
λ: 221 nm Amax: 0.40
λ: 232 nm Amax: 0.15
λ: 260 nm Amax: 0.05
λ: 300-400 nm Amax: 0.01 | [Merck ]
14,6047 | [BRN ]
505972 | [Henry's Law Constant]
0.0678 at 25.0 °C (Ramachandran et al., 1996) | [Dielectric constant]
2.1（25℃） | [Exposure limits]
NIOSH REL: TWA 400 ppm (1,600 mg/m3), IDLH 1,200 ppm; OSHA PEL:
TWA 500 ppm (2,000 mg/m3); ACGIH TLV: TWA 400 ppm (adopted). | [LogP]
3.88 | [CAS DataBase Reference]
108-87-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Cyclohexane, methyl-(108-87-2) | [EPA Substance Registry System]
108-87-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xn,N | [Risk Statements ]
R11:Highly Flammable.
R38:Irritating to the skin.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R65:Harmful: May cause lung damage if swallowed.
R67:Vapors may cause drowsiness and dizziness. | [Safety Statements ]
S9:Keep container in a well-ventilated place .
S16:Keep away from sources of ignition-No smoking .
S33:Take precautionary measures against static discharges .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label . | [RIDADR ]
UN 2296 3/PG 2 | [WGK Germany ]
2 | [RTECS ]
GV6125000 | [F ]
3-10 | [Autoignition Temperature]
545 °F | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
2902 19 00 | [Safety Profile]
Moderately toxic by
ingestion. Mildly toxic by inhalation and skin
contact. This material does not cause
irritation to the eyes and nose, and, even at
the level of 500 ppm, exhbits only a very
faint odor. Therefore, it cannot be said to
have any warning properties. It is believed
to be about three times as toxic as hexane,
and has caused death by tetanic spasm in animals. In sublethal concentrations, it
causes narcosis and anesthesia. Dangerous
fire hazard and moderate explosion hazard
when exposed to heat, flame, or oxidzers.
To fight fire, use foam, CO2, dry chemical.
When heated to decomposition it emits
acrid smoke and fumes. | [Hazardous Substances Data]
108-87-2(Hazardous Substances Data) | [Toxicity]
Acute oral LD50 for mice 2,250 mg/kg (quoted, RTECS, 1985). | [IDLA]
1,200 ppm [10% LEL] |
| Hazard Information | Back Directory | [General Description]
A clear colorless liquid with a petroleum-like odor. Flash point 25°F. Less dense than water and insoluble in water. Vapors heavier than air. | [Reactivity Profile]
Saturated aliphatic hydrocarbons, such as METHYLCYCLOHEXANE(108-87-2), may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. | [Air & Water Reactions]
Highly flammable. Insoluble in water. | [Hazard]
Flammable, dangerous fire risk. Lowerexplosive limit 1.2% in air. Upper respiratory tractirritant, central nervous system impairment, liverand kidney damage. | [Health Hazard]
Harmful if inhaled or swallowed. Vapor or mist is irritating to the eyes, mucous membrane and upper respiratory tract and skin. Narcotic effects and dermititis. | [Potential Exposure]
Methylcyclohexane is used as a solvent for cellulose derivatives particularly with other solvents; and as an organic intermediate in organic synthesis.
A component of jet fuel. | [Fire Hazard]
Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback containing explosion may occur during fire conditions. Forms explosive mixtures in air. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit | [Shipping]
UN2296 Methylcyclohexane, Hazard Class: 3;
Labels: 3-Flammable liquid. | [Incompatibilities]
Vapor may form explosive mixture with
air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep
away from alkaline materials, strong bases, strong acids,
oxoacids, epoxides. Attacks some plastics, rubber and
coatings | [Description]
Methylcyclohexane, an alkene, is a colorless liquid with a faint benzene-like odor. The odor thre-shold is 630 ppm (this is above the OEL). Molecularweight = 98.21; Specific gravity (H2O:1)= 0.77; Boilingpoint = 101℃; Freezing/Melting point= - 127℃; Vaporpressure= 37 mmHg at 20℃; Flash point= - 3.9℃ (cc),- 5.9℃ (oc); Autoignition temperature = 258℃. Explosivelimits: LEL= 1.2%; UEL = 6.7%. Hazard Identification(based on NFPA-704 M Rating System): Health 2,Flammability 3, Reactivity 0. Insoluble in water. | [Chemical Properties]
Methylcyclohexane, an alkene, is a colorless
liquid with a faint benzene-like odor. The odor threshold is 630 ppm (this is above the OEL). | [Waste Disposal]
Dissolve or mix the
material with a combustible solvent and burn in a chemical
incinerator equipped with an afterburner and scrubber.
All federal, state, and local environmental regulations
must be observed. | [Physical properties]
Clear colorless, very flammable liquid with a faint odor similar to benzene or cyclohexane. An
odor threshold concentration of 150 ppbv was reported by Nagata and Takeuchi (1990). | [Uses]
Solvent; organic synthesis | [Uses]
Solvent; starting material in the synthesis of toluene. | [Definition]
ChEBI: Methylcyclohexane is a cycloalkane that is cyclohexane substituted by a single methyl group. It has a role as an aprotic solvent, a plant metabolite and a human metabolite. It is a cycloalkane and a volatile organic compound. It derives from a hydride of a cyclohexane. | [Production Methods]
Methylcyclohexane is separated by distillation from crude
petroleum oils, and also produced by hydrogenation of
toluene, reaction of benzene with methane, or acidic hydrocracking
of polycyclic aromatics. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 77, p. 5099, 1955 DOI: 10.1021/ja01624a044
The Journal of Organic Chemistry, 41, p. 1393, 1976 DOI: 10.1021/jo00870a022 | [Flammability and Explosibility]
Highlyflammable | [Source]
Schauer et al. (1999) reported methylcyclohexane in a diesel-powered medium-duty truck
exhaust at an emission rate of 620 μg/km.
Schauer et al. (2001) measured organic compound emission rates for volatile organic
compounds, gas-phase semi-volatile organic compounds, and particle-phase organic compounds
from the residential (fireplace) combustion of pine, oak, and eucalyptus. The gas-phase emission
rate of methylcyclohexane was 8.6 mg/kg of pine burned. Emission rates of methylcyclohexane
were not measured during the combustion of oak and eucalyptus.
California Phase II reformulated gasoline contained methylcyclohexane at a concentration of
7.87 mg/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and
without catalytic converters were 1.86 and 274 mg/km, respectively (Schauer et al., 2002). | [Environmental Fate]
Biological. May be oxidized by microbes to 4-methylcyclohexanol, which may oxidize to give
4-methylcycloheptanone (Dugan, 1972).
Photolytic. Based on a photooxidation rate constant 1.04 x 10-11 cm3/molecule?sec for the
reaction of cyclohexane and OH radicals in the atmosphere at 298 K, the estimated lifetime of
methylcyclohexane is 13 h (Altshuller, 1991).
Chemical/Physical. Complete combustion in air produces carbon dioxide and water vapor.
Methycyclohexane will not hydrolyze in water because it does not contain a hydrolyzable
functional group.
Complete combustion in air yields carbon dioxide and water. Incomplete combustion also yields
carbon monoxide. | [storage]
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Methylcyclohexane must be stored to avoid contact withstrong oxidizers, (such as chlorine, bromine, chlorine oxide,nitrates and permanganates), since violent reactions occur.Before entering confined space where this chemical may bepresent, check to make sure that an explosive concentrationdoes not exist. Store in tightly closed containers in a cool,well-ventilated area away from heat. Sources of ignition,such as smoking and open flames, are prohibited wheremethylcyclohexane is handled, used, or stored. Metalcontainers involving the transfer of 5 gallons or more ofmethylcyclohexane should be grounded and bonded. Drumsmust be equipped with self-closing valves, pressure vacuumbungs, and flame arresters. Use only nonsparking tools andequipment, especially when opening and closing containersof methylcyclohexane | [Purification Methods]
Passage through a column of activated silica gel gives material transparent down to 220nm. It can also be purified by passage through a column of activated basic alumina, or by azeotropic distillation with MeOH, followed by washing out the MeOH with H2O, drying and distilling. Methylcyclohexane can be dried with CaSO4, CaH2 or sodium. It has also been purified by shaking with a mixture of conc H2SO4 and HNO3 in the cold, washing with H2O, drying with CaSO4 and fractionally distilling it from potassium. Percolation through a Celite column impregnated with 2,4-dinitrophenylhydrazine (DNPH), phosphoric acid and H2O (prepared by grinding 0.5g DNPH with 6mL 85% H3PO4, then mixing with 4mL of distilled H2O and 10g of Celite) removes carbonyl-containing impurities. [Cowan et al. J Chem Soc 1865 1939, Beilstein 5 III 65, 5 IV 94.] |
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