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Methylcyclohexane information


Methylcyclohexane
Names
Preferred IUPAC name
Methylcyclohexane
Other names
Hexahydrotoluene
Cyclohexylmethane
Toluene hexahydride
Identifiers
CAS Number
  • 108-87-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:165745
ChemSpider
  • 7674 checkY
ECHA InfoCard 100.003.296 Edit this at Wikidata
PubChem CID
  • 7962
UNII
  • H5WXT3SV31 checkY
CompTox Dashboard (EPA)
  • DTXSID0047749 Edit this at Wikidata
InChI
  • InChI=1S/C7H14/c1-7-5-3-2-4-6-7/h7H,2-6H2,1H3 checkY
    Key: UAEPNZWRGJTJPN-UHFFFAOYSA-N checkY
  • InChI=1/C7H14/c1-7-5-3-2-4-6-7/h7H,2-6H2,1H3
    Key: UAEPNZWRGJTJPN-UHFFFAOYAG
SMILES
  • CC1CCCCC1
Properties
Chemical formula
 C7H14
Molar mass 98.189 g·mol−1
Appearance Colourless liquid
Odor faint, benzene-like[1]
Density 0.77 g/cm3
Melting point −126.3 °C (−195.3 °F; 146.8 K)
Boiling point 101 °C (214 °F; 374 K)
Solubility in water
 0.014 g/L at 25 °C[2]
Vapor pressure 37 mmHg (20°C)[1]

49.3 hPa at 20.0 °C
110.9 hPa at 37.7 °C[2]

Magnetic susceptibility (χ)
 -78.91·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 severe fire hazard
GHS labelling:
Pictograms
 GHS02: FlammableGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word
 Danger
Hazard statements
 H225, H302, H304, H315, H336, H410[2]
Precautionary statements
 P210, P235, P301+P310, P331, P370+P378, P403[2]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 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. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
3
0
Flash point −4 °C (25 °F; 269 K)[2] Closed cup
Autoignition
temperature
 283 °C (541 °F; 556 K)[2]
Explosive limits 1.2%-6.7%[1][2]
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 2250 mg/kg (mouse, oral)[3]
LC50 (median concentration)
 10172 ppm (mouse, 2 hr)
10,000-12,500 ppm (mouse, 2 hr)
15227 ppm (rabbit, 1 hr)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 500 ppm (2000 mg/m3)[1]
REL (Recommended)
 TWA 400 ppm (1600 mg/m3)[1]
IDLH (Immediate danger)
 1200 ppm[1]
Safety data sheet (SDS) [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Methylcyclohexane (cyclohexylmethane) 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.[4] Methylcyclohexane is also used in some correction fluids (such as White-Out) as a solvent.

  1. ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0406". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b c d e f g h Sigma-Aldrich Co., Methylcyclohexane. Retrieved on 2022-03-17.
  3. ^ a b "Methylcyclohexane". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ M. Larry Campbell. "Cyclohexane" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a08_209.pub2

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Methylcyclohexane

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Methylcyclohexane (cyclohexylmethane) is an organic compound with the molecular formula is CH3C6H11. Classified as saturated hydrocarbon, it is a colourless...

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Liquid organic hydrogen carriers

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by hydrogen from the dehydrogenation of methylcyclohexane. The entire circuit is known as the Methylcyclohexane-Toluene-Hydrogen system (MTH). Gravimetric...

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C7H14

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g/mol, exact mass: 98.1096 u) may refer to: Cycloheptane Heptene Methylcyclohexane This set index page lists chemical structure articles associated with...

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Benzene

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Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2.1.0]pentane)...

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Aromatization

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which is catalyzed by platinum, is exemplified in the conversion methylcyclohexane (a naphthene) into toluene (an aromatic). Dehydrocyclization converts...

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Piperidine

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preferred by 3.16 kcal/mol, which is much larger than the preference in methylcyclohexane, 1.74 kcal/mol. Piperidine is widely used to convert ketones to enamines...

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Toluene

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Trinitrotoluene (TNT) is an explosive. Complete hydrogenation of toluene gives methylcyclohexane. The reaction requires a high pressure of hydrogen and a catalyst...

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Aliphatic compound

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Cycloalkene C5H12 n-pentane Alkane C7H14 Cycloheptane Cycloalkane C7H14 Methylcyclohexane Cyclohexane C8H8 Cubane Prismane, Platonic hydrocarbon C9H20 Nonane...

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Alkyl cycloalkane

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count: methylcyclopropane, methylcyclobutane, methylcyclopentane, methylcyclohexane, etc. Methylcycloalkanes are classed into compounds with small, normal...

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Aromatic compound

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Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2.1.0]pentane)...

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Methylcyclohexanone

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derivative of cyclohexanone. They can be prepared by oxidation of methylcyclohexane as well as partial hydrogenation of the corresponding cresol. All...

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Heat of combustion

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33.43? 19,193? 3,756.6? Cyclohexane 43.450 33.85 18,684 3,656.8 Methylcyclohexane 43.380 33.40 18,653 4,259.5 Monoolefins Ethylene 47.195 — — — Propylene...

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Styrene

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Photoresist

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Alexander A. (2001). "Thermalization of low energy electrons in liquid methylcyclohexane studied by the photoassisted ion pair separation technique". Chemical...

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Alkane

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Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2.1.0]pentane)...

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Menthyl acetate

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Ethanoic (1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxylate Acetic (1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxylate Identifiers CAS Number...

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Ring flip

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The conformer of methylcyclohexane with equatorial methyl is favored by 1.74 kcal/mol (7.3 kJ/mol) relative to the conformer where methyl is axial....

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Steam cracking

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Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2.1.0]pentane)...

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Hydrocarbon

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Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2.1.0]pentane)...

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Xylene

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Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2.1.0]pentane)...

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Methylenecyclohexane

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a cyclohexane ring with a methylene (methylidine) group attached. Methylcyclohexane Methylenecyclopropane Wittig, George; Schoellkopf, U. (1960). "Methylenecyclohexane"...

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Catalytic reforming

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naphthenes to convert them into aromatics as exemplified in the conversion methylcyclohexane (a naphthene) to toluene (an aromatic), as shown below: 2: The isomerization...

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Cumene

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Diene

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Phenanthrene

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Cyclohexane conformation

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it prevents high steric strain from 1,3 diaxial interactions. In methylcyclohexane the two chair conformers are not isoenergetic. The methyl group prefers...

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