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Methylcyclopentane information


Methylcyclopentane
Names
Preferred IUPAC name
Methylcyclopentane
Identifiers
CAS Number
  • 96-37-7 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:88429
ChEMBL
  • ChEMBL30940
ChemSpider
  • 7024 ☒N
ECHA InfoCard 100.002.277 Edit this at Wikidata
EC Number
  • 202-503-2
PubChem CID
  • 7296
UNII
  • 5G26CC1ASK
UN number 2298
CompTox Dashboard (EPA)
  • DTXSID3025590 Edit this at Wikidata
InChI
  • InChI=1S/C6H12/c1-6-4-2-3-5-6/h6H,2-5H2,1H3
SMILES
  • CC1CCCC1
Properties
Chemical formula
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]
Solubility in water
Insoluble
Magnetic susceptibility (χ)
-70.17·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
flammable
Flash point −4 °C (25 °F; 269 K)
Autoignition
temperature
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

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.
  1. ^ a b c 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. ISBN 978-3527306732.
  3. ^ Carey, Francis; Giuliano, Robert (2014). "3". Organic Chemistry (9 ed.). McGraw-Hill. pp. 97–131. ISBN 978-0073402741.

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Methylcyclopentane

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Methylcyclopentane is an organic compound with the chemical formula CH3C5H9. It is a colourless, flammable liquid with a faint odor. It is a component...

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Cyclohexane

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Zelinsky when they reassigned "hexahydrobenzene" and "hexanaphtene" as methylcyclopentane, the result of an unexpected rearrangement reaction. In 1894, Baeyer...

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C6H12

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3-Dimethyl-1-butene 2,3-Dimethyl-2-butene 2-Ethyl-1-butene Cyclohexane Methylcyclopentane Ethylcyclobutane Dimethylcyclobutanes 1,1-Dimethylcyclobutane 1...

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Hexane

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compounds. Commercial samples of n-hexane however often contains methylcyclopentane, which features tertiary C-H bonds, which are incompatible with some...

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Benzene

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Cyclodecane Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2...

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Alkyl cycloalkane

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of the same carbon count: methylcyclopropane, methylcyclobutane, methylcyclopentane, methylcyclohexane, etc. Methylcycloalkanes are classed into compounds...

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Hydrocarbon

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Cyclodecane Alkylcycloalkanes Methylcyclopropane Methylcyclobutane Methylcyclopentane Methylcyclohexane Isopropylcyclohexane Bicycloalkanes Housane (bicyclo[2...

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Styrene

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Heat of combustion

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19,053 5,061.5 Naphthenes Cyclopentane 44.636 33.52 19,193 3,129.0 Methylcyclopentane 44.636? 33.43? 19,193? 3,756.6? Cyclohexane 43.450 33.85 18,684 3...

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Hydrogen iodide

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at high temperatures, but instead isolated the rearranged product, methylcyclopentane (see the article on cyclohexane). As first reported by Kiliani, hydroiodic...

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Alkane

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Isobutylene

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Xylene

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Phenanthrene

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Mesitylene

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Cycloalkane

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Alkene

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Pentadiene

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Ethylbenzene

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Methylcyclopropane

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Polycyclic aromatic hydrocarbon

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Propadiene

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Diene

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Ethyltoluene

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Naphthalene

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Cumene

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