Methylcyclohexane
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| Names | |||
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IUPAC name
methylcyclohexane
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| Other names
Hexahydrotoluene
Cyclohexylmethane Toluene hexahydride |
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| Identifiers | |||
108-87-2 
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| 3D model (Jmol) | Interactive image | ||
| ChemSpider |
7674
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| ECHA InfoCard | 100.003.296 | ||
| PubChem | 7962 | ||
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| Properties | |||
| C7H14 | |||
| Molar mass | 98.19 g·mol−1 | ||
| Appearance | Colourless liquid | ||
| Odor | faint, benzene-like | ||
| Density | 0.77 g/cm3 | ||
| Melting point | −126.3 °C (−195.3 °F; 146.8 K) | ||
| Boiling point | 101 °C (214 °F; 374 K) | ||
| Insoluble in water | |||
| Vapor pressure | 37 mmHg (20°C) | ||
| -78.91·10−6 cm3/mol | |||
| Hazards | |||
| Main hazards | severe fire hazard | ||
| NFPA 704 | |||
| Flash point | −3 °C (27 °F; 270 K) | ||
| Explosive limits | 1.2%-6.7% | ||
| Lethal dose or concentration (LD, LC): | |||
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LD50 (median dose)
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2250 mg/kg (mouse, oral) | ||
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LC50 (median concentration)
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10172 ppm (mouse, 2 hr) 10,000-12,500 ppm (mouse, 2 hr) 15227 ppm (rabbit, 1 hr) |
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| US health exposure limits (NIOSH): | |||
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PEL (Permissible)
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TWA 500 ppm (2000 mg/m3) | ||
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REL (Recommended)
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TWA 400 ppm (1600 mg/m3) | ||
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IDLH (Immediate danger)
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1200 ppm | ||
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 (what is  ?) |
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| Infobox references | |||
Methylcyclohexane is an organic compound with the molecular formula is CH3C6H11. Classified as saturated hydrocarbon, it is a colourless liquid with a faint odor. Methylcyclohexane is used as a solvent. It is mainly converted in naphtha reformers to toluene.
It can be also produced by hydrogenation of toluene:
Methylcyclohexane, as a component of a mixture, is usually dehydrogenated to toluene, which increases the octane rating of gasoline.
It is also one of a host substances in jet fuel surrogate blends, e.g., for Jet A fuel.
Methylcyclohexane has no particular applications, although it used as an organic solvent, with properties similar to related saturated hydrocarbons such as heptane.
Methylcyclohexane is a monosubstituted cyclohexane because it has one branching via the attachment of one methyl group on one carbon of the cyclohexane ring. Like all cyclohexanes, it can interconvert rapidly between two chair conformers. The lowest energy form of this monosubstituted methylcyclohexane occurs when the methyl group occupies an equatorial rather than an axial position. This equilibrium is embodied in the concept of A value. In the axial position, the methyl group experiences steric crowding (steric strain) because of the presence of axial hydrogen atoms on the same side of the ring (known as the 1,3-diaxial interactions). There are two such interactions, with each pairwise methyl/hydrogen combination contributing approximately 7.61 kJ/mol of strain energy. The equatorial conformation experiences no such interaction, and so it is the energetically favored conformation.
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