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{{chembox |
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{{Chembox |
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| verifiedrevid = 396492685 |
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| verifiedrevid = 420876606 |
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| Name = Hexafluoropropylene |
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| Name = Hexafluoropropylene |
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| ImageFileL1 = Hexafluoropropylene.svg |
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| ImageFile = |
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| ImageFileL1 = Hexafluoropropylene.svg |
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| ImageSizeL1 = 125 |
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| ImageSizeL1 = 100px |
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| ImageAltL1 = Structural formula of hexafluoropropylene |
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| ImageFileR1 = Hexafluoropropylene 3D.png |
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| ImageFileR1 = Hexafluoropropylene 3D.png |
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| ImageSizeR1 = 120px |
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| ImageFile2 = Liquified Hexafluoropropylene.png |
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| IUPACName = Hexafluoropropene |
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| ImageSizeR1 = 125 |
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| OtherNames = Perfluoropropene,<br /> Perfluoropropylene,<br /> freon R 1216,<br /> halocarbon R 1216,<br /> fluorocarbon 1216 |
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| ImageAltR1 = Ball-and-stick model of the hexafluoropropylene molecule |
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| Section1 = {{Chembox Identifiers |
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| ImageSize2 = 200px |
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| SMILES = F/C(F)=C(/F)C(F)(F)F |
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| PIN = 1,1,2,3,3,3-Hexafluoroprop-1-ene |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| OtherNames = Perfluoropropene,<br /> Perfluoropropylene,<br /> freon R 1216,<br /> halocarbon R 1216,<br /> fluorocarbon 1216 |
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| Section1 = {{Chembox Identifiers |
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| SMILES = F/C(F)=C(/F)C(F)(F)F |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 8001 |
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| ChemSpiderID = 8001 |
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| InChI = 1/C3F6/c4-1(2(5)6)3(7,8)9 |
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| InChI = 1/C3F6/c4-1(2(5)6)3(7,8)9 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 116-15-4 |
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| CASNo = 116-15-4 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| RTECS = UD0350000 |
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| UNII = TRW23XOS20 |
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}} |
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| RTECS = UD0350000 |
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| Section2 = {{Chembox Properties |
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| C=3|F=6 |
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| PubChem = 8302 |
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| UNNumber = 1858 |
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| Appearance = Colorless, odorless gas |
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| EINECS = 204-127-4 |
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| Density = 1.332 g/ml, liquid at 20 °C |
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}} |
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| Solubility = Insoluble |
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| Section2 = {{Chembox Properties |
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| MeltingPtC = -153 |
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| BoilingPtC = -28 |
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| C=3 | F=6 |
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| Appearance = Colorless, odorless gas |
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}} |
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| Density = 1.332 g/ml, liquid at 20 °C |
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| Section7 = {{Chembox Hazards |
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| Solubility = Insoluble |
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| ExternalMSDS = |
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| MeltingPtC = -153 |
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| MainHazards = Harmful ('''Xn''') |
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| BoilingPtC = -28 |
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| NFPA-H = 2 |
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}} |
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| NFPA-F = |
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| Section7 = {{Chembox Hazards |
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| NFPA-R = |
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| ExternalSDS = |
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| FlashPt = Non flammable gas |
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| MainHazards = Suffocation |
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| RPhrases = {{R20}}, {{R37}} |
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| SPhrases = {{S41}} |
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| NFPA-H = 1 |
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| NFPA-F = 0 |
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}} |
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| NFPA-R = 1 |
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| Section8 = {{Chembox Related |
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| FlashPt = Non flammable gas |
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| Function = ]s |
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| GHSPictograms = {{GHS07}}{{GHS08}} |
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| OtherFunctn = ] |
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| GHSSignalWord = Warning |
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| Function = organofluorides |
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| HPhrases = {{H-phrases|332|335|351|371|373}} |
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| OtherFunctn = ],<br />] |
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| PPhrases = {{P-phrases|201|202|260|261|264|270|271|281|304+312|304+340|308+313|309+311|312|314|403+233|405|410+403|501}} |
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}} |
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}} |
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| Section8 = {{Chembox Related |
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| OtherFunction_label = ]s;<br>organofluorides |
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| OtherFunction = ];<br>], ] |
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}} |
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}} |
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}} |
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'''Hexafluoropropylene''' is a compound with the formula C<sub>3</sub>F<sub>6</sub>. It is a ] ] in which all of the hydrogen atoms in ] are replaced by ] atoms. It is used as a chemical intermediate.<ref>{{cite journal |
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'''Hexafluoropropylene''' is the ] with the formula CF<sub>3</sub>CF=CF<sub>2</sub>. It is the ] counterpart to the hydrocarbon ]. It is mainly used to produce copolymers with ]. Hexafluoropropylene is used as a chemical intermediate.<ref name=Ullmann>{{Ullmann|first1=Günter |last1=Siegemund|first2=Werner|last2=Schwertfeger|first3=Andrew|last3=Feiring|first4=Bruce|last4=Smart|first5=Fred|last5=Behr|first6=Herward|last6=Vogel|first7=Blaine |last7=McKusick|first8=Peer|last8= Kirsch|title=Fluorine Compounds, Organic|year=2016|doi=10.1002/14356007.a11_349.pub2}}</ref> |
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|last=Lehmler |first=HJ |
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==Preparation== |
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|title=Synthesis of environmentally relevant fluorinated surfactants—a review |
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Hexafluoropropylene can be produced by pyrolysis of ]:<ref name=Ullmann/><ref>{{cite journal |
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|journal=Chemosphere |volume=58 |issue=11 |pages=1471–96 |month=March |year=2005 |
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| last=Lehmler |first=HJ |
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|doi=10.1016/j.chemosphere.2004.11.078 |pmid=15694468 |pmc=2587313}}</ref> |
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| title=Synthesis of environmentally relevant fluorinated surfactants—a review |
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| journal=Chemosphere |volume=58 |issue=11 |pages=1471–96 |date=March 2005 |
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| doi=10.1016/j.chemosphere.2004.11.078 |pmid=15694468 |bibcode=2005Chmsp..58.1471L |
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}}</ref> |
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:3{{nbsp}}CF<sub>2</sub>=CF<sub>2</sub> → 2{{nbsp}}CF<sub>3</sub>CF=CF<sub>2</sub> |
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It can also be prepared from ], or produced from various ].<ref name="dupontsynth"> |
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{{cite patent|country=United States|number=5043491A|title=Multistep synthesis of hexafluoropropylene|status=patent (expires 5-20-2020)|pubdate=1991-08-27|fdate=1989-12-19|pridate=1989-12-19|gdate=1991-08-27|inventor=James L. Webster, Elrey L. McCann, Douglas W. Bruhnke, Jan J. Lerou|assign1=E. I. Du Pont de Nemours and Company|url=https://patents.google.com/patent/US5043491A/en?q=~patent%2fUS5057634A}} |
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</ref> |
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==References== |
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==References== |
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<references/> |
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<references/> |
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{{organohalide-stub}} |
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{{organohalide-stub}} |
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] |
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