Methylcyclopentane

Methylcyclopentane is an organic compound with the chemical formula CH3C5H9. It is a colourless, flammable liquid with a faint odor. It is a component of the naphthene fraction of petroleum. It usually is obtained as a mixture with cyclohexane. It is mainly converted in naphthene reformers to benzene.[2] The C6 core of methylcyclopentane is not perfectly planar and can pucker to alleviate stress in its structure.[3]

The conversion of methylcyclopentane to benzene is a classic aromatization reaction, specifically a dehydroisomerization. This platinum (Pt)-catalyzed process is practiced on scale in the production of gasoline from petroleum.
Methylcyclopentane
Names
IUPAC name
Methylcyclopentane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.277
EC Number
  • 202-503-2
UNII
UN number 2298
Properties
C6H12
Molar mass 84.162 g·mol−1
Appearance Colorless liquid
Density 0.749 g/cm3[1]
Melting point −142.4 °C (−224.3 °F; 130.8 K)[1]
Boiling point 71.8 °C (161.2 °F; 344.9 K)[1]
Insoluble
-70.17·10−6 cm3/mol
Hazards
Main hazards flammable
Flash point −4 °C (25 °F; 269 K)
260 °C (500 °F; 533 K)
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

References
  1. Lide, David. R, ed. (2009). CRC Handbook of Chemistry and Physics (89th ed.). CRC Press. ISBN 978-1-4200-6679-1.
  2. M. Larry Campbell (2012). "Cyclohexane". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a08_209.pub2.
  3. Carey, Francis; Giuliano, Robert (2014). "3". Organic Chemistry (9 ed.). McGraw-Hill. pp. 97–131. ISBN 978-0073402741.
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