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Propylene
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{{Short description|1=Chemical compound (CH₃CH=CH₂)}} {{Distinguish|propane|propyne}} {{Chembox |Watchedfields=changed |verifiedrevid=477513893 |ImageFileL1=Propylene skeletal.svg |ImageNameL1=Skeletal formula of propene |ImageFileR1=Propene-2D-flat.svg |ImageFileL2=Propylene-GED-MW-3D-sf.png |ImageFileR2=Propylene-GED-MW-3D-bs-17.png |ImageNameR2=Propylene |PIN=Propene<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book) | chapter = General Principles, Rules, and Conventions | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 31 | doi = 10.1039/9781849733069-00001 | isbn = 978-0-85404-182-4}}</ref><ref name= P-14.3.4.2 >{{cite web |url=https://iupac.qmul.ac.uk/BlueBook/P1.html#1403 |website=Nomenclature of Organic Chemistry. IUPAC Recommendations and Preferred Names 2013 |location=London |publisher=Queen Mary University |title=P-14.3 Locants |author=Moss, G.P. (web version) |at=Section P-14.3.4.2 (d) |access-date=23 August 2024}}</ref> |Section1={{Chembox Identifiers |CASNo_Ref = {{cascite|correct|CAS}} |CASNo = 115-07-1 |Beilstein = 1696878 |ChEMBL_Ref = {{ebicite|correct|EBI}} |ChEMBL = 117213 |ChEBI_Ref = {{ebicite|correct|EBI}} |ChEBI = 16052 |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |ChemSpiderID = 7954 |EINECS = 204-062-1 |Gmelin = 852 |KEGG_Ref = {{keggcite|correct|kegg}} |KEGG = C11505 |PubChem = 8252 |RTECS = UC6740000 |UNNumber = [[List of UN Numbers 1001 to 1100|1077]]<br/>''In [[Liquefied petroleum gas]]: ''[[List of UN Numbers 1001 to 1100|1075]] |UNII_Ref = {{fdacite|correct|FDA}} |UNII = AUG1H506LY |InChI = 1/C3H6/c1-3-2/h3H,1H2,2H3 |InChIKey = QQONPFPTGQHPMA-UHFFFAOYAA |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI = 1S/C3H6/c1-3-2/h3H,1H2,2H3 |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |StdInChIKey = QQONPFPTGQHPMA-UHFFFAOYSA-N |SMILES = C=CC |SMILES2 = CC=C }}|Section2={{Chembox Properties |C=3 | H=6 |Appearance = Colorless gas |Density = 1.81 kg/m<sup>3</sup>, gas (1.013 bar, 15 °C)<br /> 1.745 kg/m<sup>3</sup>, gas (1.013 bar, 25 °C)<br />613.9 kg/m<sup>3</sup>, liquid |Solubility = 0.61 g/m<sup>3</sup> |BoilingPtC = −47.6 |MeltingPtC = −185.2 |Viscosity = 8.34 [[pascal second|µPa·s]] at 16.7 °C |MagSus = −31.5·10<sup>−6</sup> cm<sup>3</sup>/mol }}|Section3={{Chembox Structure | Dipole = 0.366 [[Debye|D]] (gas) }} |Section4={{Chembox Hazards |ExternalSDS = [https://web.archive.org/web/20141006095526/http://www.praxair.com/~/media/North%20America/US/Documents/SDS/Propylene%20C3H6%20Safety%20Data%20Sheet%20SDS%20P4648.ashx External MSDS] |NFPA-H = 1 |NFPA-F = 4 |NFPA-R = 1 |FlashPtC = −108 |GHS_ref=<ref>{{cite web |title=Propylene |url=https://pubchem.ncbi.nlm.nih.gov/compound/8252#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=14 December 2021 |language=en}}</ref> |GHSPictograms = {{GHS02}} |GHSSignalWord = Danger |HPhrases = {{H-phrases|220}} |PPhrases = {{P-phrases|210|377|381|403}} }} |Section5={{Chembox Related |OtherFunction_label = [[alkene]]s;<br />related groups |OtherFunction = [[Ethylene]], [[Isomers of Butylene]];<br />[[Allyl]], [[Propenyl]] |OtherCompounds = [[Propane]], [[Propyne]]<br />[[Propadiene]], [[1-Propanol]]<br />[[Isopropyl alcohol|2-Propanol]] }}}} '''Propylene''', also known as '''propene''', is an [[Unsaturated compound|unsaturated]] [[organic compound]] with the [[chemical formula]] {{chem2|CH3CH\dCH2}}. It has one [[double bond]], and is the second simplest member of the [[alkene]] class of [[hydrocarbon]]s. It is a colorless gas with a faint petroleum-like odor.<ref>{{Cite web | url=https://pubchem.ncbi.nlm.nih.gov/compound/Propene#section=Top |title = Propylene}}</ref> Propylene is a product of combustion from forest fires, cigarette smoke, and motor vehicle and aircraft exhaust.<ref name=MDPI>{{Cite journal |last=Morgott |first=David |date=2018-01-04 |title=The Human Exposure Potential from Propylene Releases to the Environment |journal=International Journal of Environmental Research and Public Health |language=en |volume=15 |issue=1 |pages=66 |doi=10.3390/ijerph15010066 |issn=1660-4601 |pmc=5800165 |pmid=29300328 |doi-access=free }}</ref> It was discovered in 1850 by [[August Wilhelm von Hofmann|A. W. von Hoffmann]]'s student Captain (later Major General<ref>{{Cite web |date=1816-12-25 |title=Maj Gen John Williams Reynolds, FCS |url=https://www.geni.com/people/Maj-Gen-John-Reynolds-FCS/6000000184928583829 |access-date=2023-12-30 |website=geni_family_tree |language=en-US}}</ref>) [[John Williams Reynolds]] as the only gaseous product of [[thermal decomposition]] of [[amyl alcohol]] to react with [[chlorine]] and [[bromine]].<ref>{{Citation |last=Rasmussen |first=Seth C. |title=Introduction |date=2018 |url=https://doi.org/10.1007/978-3-319-95489-9_1 |work=Acetylene and Its Polymers: 150+ Years of History |pages=1–19 |editor-last=Rasmussen |editor-first=Seth C. |access-date=2023-12-30 |series=SpringerBriefs in Molecular Science |place=Cham |publisher=Springer International Publishing |language=en |doi=10.1007/978-3-319-95489-9_1 |isbn=978-3-319-95489-9|url-access=subscription }}</ref>
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