[go: nahoru, domu]
Jump to content

Hexafluoropropylene: Difference between revisions

From Wikipedia, the free encyclopedia
Browse history interactively
← Previous edit
Content deleted Content added
VisualWikitext
added SVG structure, GIF → PNG
rekat
 
(51 intermediate revisions by 34 users not shown)
Line 1: Line 1:
{{Chembox new
{{Chembox
| verifiedrevid = 420876606
⚫
| Name = Hexafluoropropylene
| ImageFile = Hexafluoropropylene.svg
| Name = Hexafluoropropylene
| ImageFile2 = Hexafluoropropylene 3D.png
| ImageFileL1 = Hexafluoropropylene.svg
| ImageSizeL1 = 125
<!-- | ImageSize = 200px -->
| ImageAltL1 = Structural formula of hexafluoropropylene
| IUPACName = Hexafluoropropene
⚫
| ImageFileR1 = Hexafluoropropylene 3D.png
⚫
| OtherNames = Perfluoropropene,<br /> Perfluoropropylene,<br /> freon R 1216,<br /> halocarbon R 1216,<br /> fluorocarbon 1216
| ImageSizeR1 = 125
⚫
| Section1 = {{Chembox Identifiers
| ImageAltR1 = Ball-and-stick model of the hexafluoropropylene molecule
⚫
| SMILES = FC(F)=C(F)C(F)(F)F
| PIN = 1,1,2,3,3,3-Hexafluoroprop-1-ene
⚫
| CASNo = 116-15-4
⚫
| OtherNames = Perfluoropropene,<br /> Perfluoropropylene,<br /> freon R 1216,<br /> halocarbon R 1216,<br /> fluorocarbon 1216
| RTECS = UD0350000
⚫
|Section1={{Chembox Identifiers
⚫
}}
⚫
| SMILES = F/C(F)=C(/F)C(F)(F)F
⚫
| Section2 = {{Chembox Properties
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| Formula = CF<sub>3</sub>CF=CF<sub>2</sub>
| ChemSpiderID = 8001
| MolarMass = 150.02 g/mol
| InChI = 1/C3F6/c4-1(2(5)6)3(7,8)9
⚫
| Appearance = Colorless, odorless gas
| InChIKey = HCDGVLDPFQMKDK-UHFFFAOYAV
⚫
| Density = 1.332 g/ml, liquid at 20 °C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫
| Solubility = Insoluble
| StdInChI = 1S/C3F6/c4-1(2(5)6)3(7,8)9
| MeltingPt = &minus;153 °C (120 K)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| BoilingPt = &minus;28 °C (245 K)
| StdInChIKey = HCDGVLDPFQMKDK-UHFFFAOYSA-N
⚫
}}
| CASNo_Ref = {{cascite|correct|CAS}}
⚫
| Section7 = {{Chembox Hazards
⚫
| CASNo = 116-15-4
| ExternalMSDS =
| UNII_Ref = {{fdacite|correct|FDA}}
⚫
| MainHazards = Harmful ('''Xn''')
| NFPA-H = 2
| UNII = TRW23XOS20
| NFPA-F =
| RTECS = UD0350000
| PubChem = 8302
⚫
| NFPA-R =
| UNNumber = 1858
⚫
| FlashPt = Non flammable gas
| EINECS = 204-127-4
| RPhrases = {{R20}}, {{R37}}
⚫
}}
| SPhrases = {{S41}}
⚫
|Section2={{Chembox Properties
⚫
}}
| C=3 | F=6
⚫
| Section8 = {{Chembox Related
⚫
| Appearance = Colorless, odorless gas
| Function = [[alkene]]s
⚫
| Density = 1.332 g/ml, liquid at 20 °C
| OtherFunctn = [[propylene]]
⚫
| Solubility = Insoluble
| Function = organofluorides
| MeltingPtC = -153
⚫
| OtherFunctn = [[Hexafluoroacetone]],<br />[[Hexafluoro-2-propanol]]
| BoilingPtC = -28
⚫
}}
⚫
}}
⚫
|Section7={{Chembox Hazards
| ExternalSDS =
⚫
| MainHazards = Suffocation
| NFPA-H = 1
| NFPA-F = 0
⚫
| NFPA-R = 1
⚫
| FlashPt = Non flammable gas
| GHSPictograms = {{GHS04}}{{GHS07}}{{GHS08}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|280|332|335|351|371|373}}
| 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}}
⚫
}}
⚫
|Section8={{Chembox Related
| OtherFunction_label = [[alkene]]s;<br>organofluorides
⚫
| OtherFunction = [[propylene]];<br>[[Hexafluoroacetone]], [[Hexafluoro-2-propanol]]
⚫
}}
}}
}}


'''Hexafluoropropylene''' in a compound with the formula C<sub>3</sub>F<sub>6</sub>. It is a fluorinated [[alkene]] in which all of the hydrogen atoms in [[propylene]] are replaced by fluorine atoms. It is used as a chemical intermediate.
'''Hexafluoropropylene''' is the [[fluoroalkene]] with the formula CF<sub>3</sub>CF=CF<sub>2</sub>. It is the [[perfluorocarbon]] counterpart to the hydrocarbon [[propylene]]. It is mainly used to produce copolymers with [[tetrafluoroethylene]]. 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= Kirschtitle=Fluorine Compounds, Organic|year=2016|doi=10.1002/14356007.a11_349.pub2}}</ref>

==Preparation==
Hexafluoropropylene can be produced by pyrolysis of [[tetrafluoroethylene]]:<ref name=Ullmann/><ref>{{cite journal
| last=Lehmler |first=HJ
| title=Synthesis of environmentally relevant fluorinated surfactants—a review
| journal=Chemosphere |volume=58 |issue=11 |pages=1471–96 |date=March 2005
| doi=10.1016/j.chemosphere.2004.11.078 |pmid=15694468 |bibcode=2005Chmsp..58.1471L
}}</ref>
:3{{nbsp}}CF<sub>2</sub>=CF<sub>2</sub> → 2{{nbsp}}CF<sub>3</sub>CF=CF<sub>2</sub>
It can also be prepared from [[chlorodifluoromethane]], or produced from various [[chlorofluorocarbons]].<ref name="dupontsynth">
{{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}}
</ref>


==References==
==References==
{{Unreferenced|date =September 2007}}
<references/>
<references/>


[[Category:Organofluorides]]
[[Category:Perfluoroalkenes]]


{{organohalide-stub}}
{{organohalide-stub}}

Latest revision as of 11:39, 5 April 2023

Hexafluoropropylene
Structural formula of hexafluoropropylene
Ball-and-stick model of the hexafluoropropylene molecule
Names
Preferred IUPAC name
1,1,2,3,3,3-Hexafluoroprop-1-ene
Other names
Perfluoropropene,
Perfluoropropylene,
freon R 1216,
halocarbon R 1216,
fluorocarbon 1216
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.753 Edit this at Wikidata
EC Number
  • 204-127-4
RTECS number
  • UD0350000
UNII
UN number 1858
  • InChI=1S/C3F6/c4-1(2(5)6)3(7,8)9 checkY
    Key: HCDGVLDPFQMKDK-UHFFFAOYSA-N checkY
  • InChI=1/C3F6/c4-1(2(5)6)3(7,8)9
    Key: HCDGVLDPFQMKDK-UHFFFAOYAV
  • F/C(F)=C(/F)C(F)(F)F
Properties
C3F6
Molar mass 150.023 g·mol−1
Appearance Colorless, odorless gas
Density 1.332 g/ml, liquid at 20 °C
Melting point −153 °C (−243 °F; 120 K)
Boiling point −28 °C (−18 °F; 245 K)
Insoluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Suffocation
GHS labelling:
GHS04: Compressed GasGHS07: Exclamation markGHS08: Health hazard
Warning
H280, H332, H335, H351, H371, H373
P201, P202, P260, P261, P264, P270, P271, P281, P304+P312, P304+P340, P308+P313, P309+P311, P312, P314, P403+P233, P405, P410+P403, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 0: Will not burn. E.g. waterInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
1
0
1
Flash point Non flammable gas
Related compounds
Related alkenes;
organofluorides
 propylene;
Hexafluoroacetone, Hexafluoro-2-propanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Hexafluoropropylene is the fluoroalkene with the formula CF3CF=CF2. It is the perfluorocarbon counterpart to the hydrocarbon propylene. It is mainly used to produce copolymers with tetrafluoroethylene. Hexafluoropropylene is used as a chemical intermediate.[1]

Preparation[edit]

Hexafluoropropylene can be produced by pyrolysis of tetrafluoroethylene:[1][2]

3 CF2=CF2 → 2 CF3CF=CF2

It can also be prepared from chlorodifluoromethane, or produced from various chlorofluorocarbons.[3]

References[edit]

  1. ^ a b Siegemund, Günter; Schwertfeger, Werner; Feiring, Andrew; Smart, Bruce; Behr, Fred; Vogel, Herward; McKusick, Blaine; Kirschtitle=Fluorine Compounds, Organic, Peer (2016). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_349.pub2. ISBN 978-3527306732.
  2. ^ Lehmler, HJ (March 2005). "Synthesis of environmentally relevant fluorinated surfactants—a review". Chemosphere. 58 (11): 1471–96. Bibcode:2005Chmsp..58.1471L. doi:10.1016/j.chemosphere.2004.11.078. PMID 15694468.
  3. ^ United States patent (expires 5-20-2020) 5043491A, James L. Webster, Elrey L. McCann, Douglas W. Bruhnke, Jan J. Lerou, "Multistep synthesis of hexafluoropropylene", published 1991-08-27, issued 1991-08-27, assigned to E. I. Du Pont de Nemours and Company 
Stub icon

This article about an organic halide is a stub. You can help Wikipedia by expanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Hexafluoropropylene&oldid=1148311496"