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Propylene oxide
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{{chembox |Verifiedfields = changed |Watchedfields = changed |verifiedrevid = 413113516 |ImageFile = Propylene oxide.svg |ImageSize = 165 |ImageName = Structural formula |ImageFile1 = (S)-Propylene oxide molecule ball.png |ImageSize1 = 165 |ImageName1 = Ball-and-stick model of the propylene oxide molecule |PIN = (2R)-2-Methyloxirane<br>(2S)-2-Methyloxirane |OtherNames = Propylene oxide<br />Epoxypropane<br />Propylene epoxide<br />1,2-Propylene oxide<br />Methyl oxirane<br />1,2-Epoxypropane<br />Propene oxide<br />Methyl ethylene oxide<br />Methylethylene oxide |Section1={{Chembox Identifiers |CASNo = 75-56-9 |CASNo_Ref = {{cascite|correct|CAS}} |UNII_Ref = {{fdacite|correct|FDA}} |UNII = Y4Y7NYD4BK |EINECS = 200-879-2 |SMILES = CC1CO1 |PubChem = 6378 |ChemSpiderID = 6138 |StdInChI = 1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3 |StdInChIKey = GOOHAUXETOMSMM-UHFFFAOYSA-N |ChEBI_Ref = {{ebicite|changed|EBI}} |ChEBI = 38685 |KEGG_Ref = {{keggcite|changed|kegg}} |KEGG = C15508 }} |Section2={{Chembox Properties |C=3 | H=6 | O=1 |Appearance = Colourless liquid |Odor = benzene-like<ref name=PGCH/> |Density = 0.859 g/cm<sup>3</sup><ref name=b92/> |MeltingPtC = −111.9 |MeltingPt_ref =<ref name=b92/> |BoilingPtC = 35 |BoilingPt_ref = <ref name=b92>{{harvnb | Haynes | 2011 | p=3.384}}</ref> |Solubility = 41% (20 °C)<ref name=PGCH/> |VaporPressure = 445 mmHg (20 °C)<ref name=PGCH/> |RefractIndex = 1.3660<ref name=b92/> |MagSus = {{val|-4.25e-5|u=cm<sup>3</sup>/mol}}<ref>{{harvnb | Haynes | 2011 | p=3.577}}</ref> }} |Section3={{Chembox Thermochemistry |DeltaHf = −123.0{{nbsp}}kJ·mol<sup>−1</sup><ref name=b92b>{{harvnb | Haynes | 2011 | p=5.24}}</ref> |Entropy = 196.5{{nbsp}}J·(K·mol)<sup>−1</sup> |HeatCapacity = 120.4{{nbsp}}J·(K·mol)<sup>−1</sup> }} |Section4={{Chembox Hazards |GHSPictograms = {{GHS02}}{{GHS08}}{{GHS07}} |GHSSignalWord = DANGER |MainHazards = Extremely flammable<ref>[http://www.otrain.com/OTI_MSDS(NFPA)PMAP.html "NFPA DIAMOND"]. ''www.otrain.com''.</ref><ref>GOV, NOAA Office of Response and Restoration, US. [http://cameochemicals.noaa.gov/chemical/5159 "PROPYLENE OXIDE | CAMEO Chemicals | NOAA"]. ''cameochemicals.noaa.gov''.</ref> |NFPA-H = 3 |NFPA-F = 4 |NFPA-R = 2 |FlashPtC = −37 |AutoignitionPtC = 747 |ExploLimits = 2.3–36%<ref name=PGCH/> |PEL = TWA 100 ppm (240 mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0538}}</ref> |IDLH = Ca [400 ppm]<ref name=PGCH/> |REL = Ca<ref name=PGCH/> |LC50 = 1740 ppm (mouse, 4 h)<br/>4000 ppm (rat, 4 h)<ref name=IDLH>{{IDLH|75569|Propylene oxide}}</ref> |LD50 = 660 mg/kg (guinea pig, oral)<br/>380 mg/kg (rat, oral)<br/>440 mg/kg (mouse, oral)<br/>1140 mg/kg (rat, oral)<br/>690 mg/kg (guinea pig, oral)<ref name=IDLH/> |LCLo = 2005 ppm (dog, 4 h)<br/>4000 ppm (guinea pig, 4 h)<ref name=IDLH/> }} }} '''Propylene oxide''' is an [[epoxide]] with the molecular formula C<sub>3</sub>H<sub>6</sub>O. This colourless [[volatility (chemistry)|volatile]] liquid with an odour similar to [[ether]], is produced on a large scale industrially. Its major application is its use for the production of [[Polyol#Polyols in polymer chemistry|polyether polyols]] for use in making [[polyurethane]] plastics. It is a [[Chirality (chemistry)|chiral]] [[epoxide]], although it is commonly used as a [[racemic mixture]]. This compound is sometimes called '''1,2-propylene oxide''' to distinguish it from its [[isomer]] 1,3-propylene oxide, better known as [[oxetane]].
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