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Cyclopentane
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{{chembox |Verifiedimages = changed |Watchedfields = changed |verifiedrevid = 444653737 |ImageFileL1_Ref = {{chemboximage|correct|??}} |ImageFileL1 = Cyclopentane v2.svg |ImageClassL1 = skin-invert-image |ImageSizeL1 = 100px |ImageAltL1 = Skeletal formula |ImageFileR1 = Cyclopentane3d.png |ImageClassR1 = bg-transparent |ImageSizeR1 = 110px |ImageAltR1 = Space-filling model |PIN = Cyclopentane |OtherNames = pentamethylene |Section1 = {{Chembox Identifiers |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |ChemSpiderID = 8896 |InChI = 1/C5H10/c1-2-4-5-3-1/h1-5H2 |InChIKey = RGSFGYAAUTVSQA-UHFFFAOYAL |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI = 1S/C5H10/c1-2-4-5-3-1/h1-5H2 |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |StdInChIKey = RGSFGYAAUTVSQA-UHFFFAOYSA-N |CASNo_Ref = {{cascite|correct|CAS}} |CASNo=287-92-3 |UNII_Ref = {{fdacite|correct|FDA}} |UNII = T86PB90RNU |PubChem=9253 |ChEBI_Ref = {{ebicite|correct|EBI}} |ChEBI = 23492 |SMILES=C1CCCC1 |RTECS=GY2390000 |EINECS = 206-016-6 }} |Section2 = {{Chembox Properties |Formula=C<sub>5</sub>H<sub>10</sub> |MolarMass=70.1 g/mol |Appearance=clear, colorless liquid |Odor = mild, sweet |Density=0.751 g/cm<sup>3</sup> |MeltingPtC=-93.9 |BoilingPtC=49.2 |Solubility=156 mg·l<sup>−1</sup> (25 °C)<ref>{{GESTIS|ZVG=27960|CAS=287-92-3|Name=cyclopentane|Date=28 February 2015}}</ref> |SolubleOther = soluble in [[ethanol]], [[acetone]], [[diethyl ether|ether]] |pKa = ~45 |RefractIndex = 1.4065 |VaporPressure = 45 [[kPa]] (20 °C) <ref>{{cite web |url=http://www.ilo.org/dyn/icsc/showcard.display?p_version=2&p_card_id=0353 |title = ICSC 0353 - CYCLOPENTANE}}</ref> |MagSus = −59.18·10<sup>−6</sup> cm<sup>3</sup>/mol }} |Section3 = {{Chembox Hazards |MainHazards=Flammable<ref name=PGCH/> |FlashPtC = -37.2 |AutoignitionPtC = 361 |NFPA-H = 1 | NFPA-F = 3 | NFPA-R = 0 |PEL = none<ref name=PGCH>{{PGCH|0171}}</ref> |ExploLimits = 1.1%–8.7%<ref name=PGCH/> |IDLH = N.D.<ref name=PGCH/> |REL = TWA 600 ppm (1720 mg/m<sup>3</sup>)<ref name=PGCH/> }} |Section4 = {{Chembox Related |OtherCompounds = [[cyclopropane]], [[cyclobutane]], [[cyclohexane]] }} }} '''Cyclopentane''' (also called '''C pentane''')<ref>{{cite journal |last1=Sárkány |first1=A. |last2=Gaál |first2=J. |last3=Toth |first3=L. |title=Comparative Study of C-Pentane and N-Pentane Transformations on Ni and Pt Catalysts |journal=Studies in Surface Science and Catalysis |date=1981 |volume=7 |pages=291–301 |doi=10.1016/S0167-2991(09)60278-0}}</ref> is a highly [[flammable]] [[alicyclic compound|alicyclic]] [[hydrocarbon]] with [[chemical formula]] [[C5H10|C<sub>5</sub>H<sub>10</sub>]] and [[CAS number]] 287-92-3, consisting of a ring of five [[carbon]] atoms each bonded with two [[hydrogen]] atoms above and below the plane. It is a colorless [[liquid]] with a [[petrol]]-like [[odor]]. Its [[freezing point]] is −94 °C and its [[boiling point]] is 49 °C. Cyclopentane is in the class of [[cycloalkane]]s, being [[alkane]]s that have one or more [[carbon ring]]s. It is formed by [[cracking (chemistry)|cracking]] [[cyclohexane]] in the presence of [[alumina]] at a high temperature and pressure. It was first prepared in 1893 by the German chemist [[Johannes Wislicenus]].<ref>{{cite journal |last1=Wislicenus |first1=J. |last2=Hentschel |first2=W. |title=III. Der Pentamethenylalkohol und seine Derivate (Cyclopentanol and its derivatives)|journal=Justus Liebigs Annalen der Chemie |date=January 1893 |volume=275 |issue=2-3 |pages=322–330 |doi=10.1002/jlac.18932750216 | url=https://zenodo.org/records/1657308/files/article.pdf}}</ref>
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