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Methylcyclohexane
[CAS 108-87-2]

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Identification
ClassificationOrganic raw materials >> Hydrocarbon compounds and their derivatives >> Cyclic hydrocarbon
NameMethylcyclohexane
SynonymsHexahydrotoluene
Molecular StructureMethylcyclohexane molecular structure (CAS 108-87-2)
Molecular FormulaC7H14
Molecular Weight98.19
CAS Registry Number108-87-2
EC Number203-624-3
SMILESCC1CCCCC1
Properties
Density0.77
Melting point-126.3 °C
Boiling point101 °C
Refractive index1.421-1.423
Flash point-3 °C
Water solubility0.1 g/L (20 °C)
Safety Data
Hazard Symbolssymbol symbol symbol symbol   GHS02;GHS08;GHS07;GHS09 Danger  Details
Risk StatementsH225-H304+H315+H336-H400-H410-H411  Details
Safety StatementsP210-P233-P240-P241-P242-P243-P261-P264-P271-P273-P280-P301+P316-P302+P352-P303+P361+P353-P304+P340-P319-P321-P331-P332+P317-P362+P364-P370+P378-P391-P403+P233-P403+P235-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Flammable liquidsFlam. Liq.2H225
Aspiration hazardAsp. Tox.1H304
Specific target organ toxicity - single exposureSTOT SE3H336
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Acute hazardous to the aquatic environmentAquatic Acute1H400
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2H319
Transport InformationUN 2296
SDSAvailable
up Discovery and Applications
Methylcyclohexane (C7H14) is a cycloalkane with a methyl group attached to the cyclohexane ring. It was first discovered in the late 19th century when chemists were systematically studying the composition of petroleum and other natural hydrocarbon sources. The systematic isolation and identification of methylcyclohexane contributed to a broader understanding of alicyclic hydrocarbons and their properties.

Methylcyclohexane is a colorless, flammable liquid with a characteristic odor. It has a boiling point of about 101°C and a melting point of -126°C. The chemical structure is a six-membered cyclohexane ring with one methyl substituent. Methylcyclohexane is known for its stability and is relatively unreactive, making it a useful solvent and chemical intermediate.

The main application of methylcyclohexane is as a solvent in various industrial processes. It is used as a solvent in paint, varnish, and coating formulations. Its volatility and solubility make it ideal for dissolving resins, oils, and other ingredients. Methylcyclohexane is used in adhesives and sealants to ensure proper application and cure by providing the proper balance of evaporation and solubility.

Methylcyclohexane is a useful intermediate in organic synthesis. It serves as a feedstock for the production of other chemicals and is used in various chemical reactions such as alkylation and hydrogenation. In research, it is used as a model compound to study the behavior and properties of cycloalkanes and their derivatives.

In the fuel industry, methylcyclohexane has several uses. It is an important ingredient in the formulation of high-octane fuels. It can improve the performance and efficiency of gasoline by improving its combustion characteristics. Methylcyclohexane is also used as an additive to improve the stability and quality of fuels, ensuring better engine performance and reduced emissions.

Methylcyclohexane has several applications in analytical chemistry. It is used as a reference standard in chromatography and spectroscopy to calibrate instruments and validate analytical methods. In a laboratory setting, methylcyclohexane is used as a solvent for the preparation of analytical samples, especially in gas chromatography.

Methylcyclohexane is a flammable liquid that can be hazardous if not handled properly. It can cause skin and eye irritation, and inhalation of its vapors can lead to respiratory irritation. When handling this chemical, appropriate personal protective equipment (PPE) such as gloves, goggles, and adequate ventilation must be worn to minimize the risk of exposure. In addition, it should be stored in a cool, well-ventilated area away from sources of ignition.

Methylcyclohexane poses a risk to the environment if released into the environment. It is important to control its release through appropriate containment, treatment, and disposal methods. Regulatory measures ensure that the environmental impact of methylcyclohexane is minimized and that appropriate disposal methods are followed to prevent contamination of air, water, and soil.

References

2006. Direct PEM fuel cell using “organic chemical hydrides” with zero-CO2 emission and low-crossover. Physical Chemistry Chemical Physics, 8(14), 1724-1730.
DOI: 10.1039/b518369c
2003. Modeling of the phase equilibria of polystyrene in methylcyclohexane with semi-empirical quantum mechanical methods I. Journal of Molecular Modeling, 9(2), 85-90.
DOI: 10.1007/s00894-003-0119-z
2024. Kinetics of Hydrogen and Toluene Production from Methylcyclohexane in the Presence of a PtSn/Al2O3 Catalyst. Kinetics and Catalysis, 65(3), 312-321.
DOI: 10.1134/s0023158424601426
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