Methylcyclopentane: Difference between revisions

Methylcyclopentane
Names
	IUPAC name Methylcyclopentane
Identifiers
CAS Number	96-37-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:88429;
ChEMBL	ChEMBL30940;
ChemSpider	7024 ;
ECHA InfoCard	100.002.277
EC Number	202-503-2;
PubChem CID	7296;
UNII	5G26CC1ASK;
UN number	2298
CompTox Dashboard (EPA)	DTXSID3025590 ;
	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
Melting point	−142.4 °C (−224.3 °F; 130.8 K)
Boiling point	71.8 °C (161.2 °F; 344.9 K)
Solubility in water	Insoluble
Magnetic susceptibility (χかい)	-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). verify (what is ?) Infobox references

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Revision as of 19:37, 2 February 2020

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.

References

^ ^a ^b ^c Lide, David. R, ed. (2009). CRC Handbook of Chemistry and Physics (89th ed.). CRC Press. ISBN 978-1-4200-6679-1.
^ M. Larry Campbell (2012). "Cyclohexane". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a08_209.pub2. ISBN 978-3527306732.
^ Carey, Francis; Giuliano, Robert (2014). "3". Organic Chemistry (9 ed.). McGraw-Hill. pp. 97–131. ISBN 978-0073402741.

[CRC-1] Lide, David. R, ed. (2009). CRC Handbook of Chemistry and Physics (89th ed.). CRC Press. ISBN 978-1-4200-6679-1.

[Ullmann-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''' is an [[organic compound]] with the [[chemical formula]] CH<sub>3</sub>C<sub>5</sub>[[Hydrogen|H]]<sub>9</sub>. 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 [[Catalytic reformer|reformer]]s to [[benzene]]..<ref name=Ullmann>{{Ullmann|author=M. Larry Campbell|title=Cyclohexane|year=2012|doi=10.1002/14356007.a08_209.pub2}}</ref>  The C<sub>6</sub> core of methylcyclopentane is not perfectly planar and can [[Ring_strain|pucker]] to alleviate stress in its structure.<ref>{{cite book |last=Carey |first1=Francis |last2=Giuliano |first2=Robert |title=Organic Chemistry |chapter=3 |edition=9 |publisher=McGraw-Hill |year=2014 |pages=97-131 |isbn=978-0073402741 }}</ref>
+'''Methylcyclopentane''' is an [[organic compound]] with the [[chemical formula]] CH<sub>3</sub>C<sub>5</sub>[[Hydrogen|H]]<sub>9</sub>. 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 [[Catalytic reformer|reformer]]s to [[benzene]].<ref name=Ullmann>{{Ullmann|author=M. Larry Campbell|title=Cyclohexane|year=2012|doi=10.1002/14356007.a08_209.pub2}}</ref>  The C<sub>6</sub> core of methylcyclopentane is not perfectly planar and can [[Ring_strain|pucker]] to alleviate stress in its structure.<ref>{{cite book |last=Carey |first1=Francis |last2=Giuliano |first2=Robert |title=Organic Chemistry |chapter=3 |edition=9 |publisher=McGraw-Hill |year=2014 |pages=97-131 |isbn=978-0073402741 }}</ref>
 :[[File:MeC5H9toPhH.png|center|362px|thumb|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.]]